[ CAS No. 821-55-6 ] {[proInfo.proName]}

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Quality Control of [ 821-55-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 821-55-6 ]

SDS Specification

Alternatived Products of [ 821-55-6 ]

Product Details of [ 821-55-6 ]

CAS No. :	821-55-6	MDL No. :	MFCD00009553
Formula :	C₉H₁₈O	Boiling Point :	-
Linear Structure Formula :	C₇H₁₅C(O)CH₃	InChI Key :	VKCYHJWLYTUGCC-UHFFFAOYSA-N
M.W :	142.24	Pubchem ID :	13187
Synonyms :

Safety of [ 821-55-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H412	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 821-55-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 821-55-6 ]
Downstream synthetic route of [ 821-55-6 ]

[ 821-55-6 ] Synthesis Path-Upstream 1~2

1
[ 821-55-6 ]
[ 27113-22-0 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1972, p. 3001 - 3006

2
[ 821-55-6 ]
[ 121-33-5 ]
[ 27113-22-0 ]

Reference： [1] Journal of Medicinal Chemistry, 2017, vol. 60, # 23, p. 9821 - 9837

[ 821-55-6 ] Synthesis Path-Downstream 1~2

1
[ 6602-54-6 ]
[ 821-55-6 ]
[ 5271-27-2 ]
[ 61337-88-0 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium fluoride; In water; N,N-dimethyl-formamide;	1. 1-(3-cyanopyridyl-2)-<strong>[5271-27-2]2-phenyl-4-methylpiperazine</strong>. 17.43 g (0.3 mol) dry potassium fluoride is added to a solution of 13.85 g (0.1 mol) 2-chloro-nicotinonitrile and 17.62 g (0.1 mol) <strong>[5271-27-2]1-methyl-3-phenylpiperazine</strong> in 250 ml dry DMF and the suspension is heated at 140° C under a nitrogen atmosphere for 20 hours. After cooling, the reaction mixture is poured out into 1,250 ml water. The aqueous phase is extracted four times with 300 ml ethyl acetate, after which the combined organic extracts are washed with 100 ml water. After drying, the ethyl acetate extracts are evaporated. The crude oil may be used as such for the following step. The nitrile obtained may however also be purified by column chromatography on SiO2, with hexane-acetone (95:5). In this way, 21.9 g (79percent) pure 1-(3-cyanopyridyl-2)-<strong>[5271-27-2]4-methyl-2-phenylpiperazine</strong> is obtained; the substance crystallizes from petroleum ether 40/60; melting point 66.5°-67.5° C. Rf in toluene: ethanol (6:4) = 0.74 (SiO2) Rf in toluene: acetone (6:4) = 0.27 (SiO2).

Reference： [1]Patent: US4062848,1977,A

2
[ 300374-83-8 ]
[ 821-55-6 ]
C₁₉H₂₇F₃O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		To a solution of nonan-2-one (255 mg, 1.8 mmol) in THF (8 mL)at 78 C, LDA (2 M solution in THF, 1.1 mL, 2.2 mmol) was addedslowly. The mixture was stirred at 78 C for 45 min. Next, a solutionof 2,2,2-trifluoro-1-(3-methoxyphenyl)ethan-1-one(204 mg, 1.0 mmol) in THF (0.5 mL) was added slowly. The solutionwas stirred at 78 C for 3 h 40 mL of saturated NH4Cl wasadded and the mixture was extracted from 20 mL of diethyl ethertwice. The ether layers were combined and washed with 20 mL ofbrine, dried over Na2SO4 and concentrated by rotary evaporation.The residue was purified by silica chromatography with 0e20%ethyl acetate/hexanes. The residue was re-suspended in toluene(4 mL), mixed with pTsOH (43 mg, 0.25 mmol), and heated at 100 Cfor 5 h. After completion, the mixture was concentrated by rotaryevaporation and purified by silica with 0e20% ethyl acetate/hexanesto give the title compound. Yield 41 mg, 0.132 mmol (13.2%).LC/MS: Rf 7.78 min. Purity >95%. 1H NMR (300 MHz, CHLOROFORM-d) d 7.52 (d, J 8.79 Hz, 1H), 7.18 (s, J 3.54 Hz, 1H), 7.00 (br.s., 1H), 6.84 (d, J 8.20 Hz, 2H), 3.84e3.88 (m, 3H), 2.58 (d,J 7.62 Hz, 2H), 1.50e1.63 (m, 2H), 1.26e1.44 (m, 6H), 0.84e0.97(m, 3H). ESI-MS(): m/z 311.1617 [M H].

Reference： [1]European Journal of Medicinal Chemistry,2020,vol. 186

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Technical Information

? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Bucherer-Bergs Reaction ? Clemmensen Reduction ? Corey-Bakshi-Shibata (CBS) Reduction ? Corey-Chaykovsky Reaction ? Fischer Indole Synthesis ? Grignard Reaction ? Heat of Combustion ? Henry Nitroaldol Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Peterson Olefination ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Amines ? Reformatsky Reaction ? Robinson Annulation ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Stobbe Condensation ? Tebbe Olefination ? Ugi Reaction ? Wittig Reaction ? Wolff-Kishner Reduction

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[ 821-55-6 ]

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[ CAS No. 821-55-6 ] {[proInfo.proName]}

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Application In Synthesis of [ 821-55-6 ]

[ 821-55-6 ] Synthesis Path-Upstream 1~2

[ 821-55-6 ] Synthesis Path-Downstream 1~2

Technical Information

Related Functional Groups of [ 821-55-6 ]

Aliphatic Chain Hydrocarbons

Ketones

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[ 821-55-6 ]