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[ CAS No. 3556-86-3 ] {[proInfo.proName]}

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Chemical Structure| 3556-86-3
Chemical Structure| 3556-86-3
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Product Details of [ 3556-86-3 ]

CAS No. :3556-86-3 MDL No. :MFCD00213808
Formula : C9H10O3 Boiling Point : No data available
Linear Structure Formula :- InChI Key :GCSINTLJUNXLLU-UHFFFAOYSA-N
M.W : 166.17 Pubchem ID :354091
Synonyms :

Safety of [ 3556-86-3 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 3556-86-3 ]

* 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.

  • Downstream synthetic route of [ 3556-86-3 ]

[ 3556-86-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 34107-46-5 ]
  • [ 3556-86-3 ]
  • C16H17NO3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
31% With di-isopropyl azodicarboxylate; triphenylphosphine; In dichloromethane; at 20℃; for 16h; To a solution of 90 (5.0 g, 3.31 mmol) in THE was cooled to -78C, followed by addition of LAH solution (2M in THE, 4.13 mL, 8.27 mmol) slowly. The resulting mixture was stirred at -78C for 1 h. After completion of reaction (TLC monitoring), water (4.0mL) and 15% NaOH solution (4 mL) were added slowly. The resulting reaction mixture was filtered through Celite and washed with EtOAc (2 times). The organic layer was dried over anhydrous Na2SO4, filtered, and concentrated under reduce pressure to yield 91(3.5 g, 87%) as a light yellowish liquid. 1H-NMR (400 MHz, DMSO-d6): oe 8.36 (s,1H), 7.58 (d, J=8.0 Hz, 1H), 7.18 (d, J=8.0 Hz, 1H), 5.21 (t, J= 5.6 Hz, 1H), 4.46 (d,J=5.6 Hz, 2H) and 2.45 (s, 3H). LC-MS: 124.06 (M-H). To an ice-cold solution of 43(1.0 eq) and 91 (1.5 eq) in DCM was added DIAD (3.0 eq) and TPP (3.0 eq). Themixture was stirred at RT for 16h. After completion of reaction, the mixture was dilutedwith water and extracted with DCM (3 times). The combined organics was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The product was purified over silica gel column chromatography, eluting with 10% EtOAc in hexanes to yield 92 (1.3 g, 31%) as a light yellow solid. 1H-NMR (400 MHz,CDCI3): oe 8.59 (5, 1H), 7.64-7.68 (m, 2H), 7.46-7.47 (m, 1H), 7.14-7.18 (m, 2H), 5.10 (5, 2H), 3.85 (5, 3H), 2.58 (5, 3H) and 2.34 (5, 3H). MS: 272.16 (M+H). This material was then converted to 93 using the same conditions as described for 89. Analtyical data for 93: 1H-NMR (400 MHz, DMSO-d6): oe 12.90 (br s, 1H), 8.88 (5, 1H), 8.55 (5, 1H), 7.76-7.77 (m, 1H), 7.54 (5, 1H), 7.46 (d, J=7.6 Hz, 1H), 7.28 (d, J=7.6 Hz, 1H),5.17 (5, 2H), 2.47 (5, 3H) and 2.22 (5, 3H). LC-MS: 258.14 (M+H).
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Technical Information

? Acidity of Phenols ? Acyl Group Substitution ? Alkyl Halide Occurrence ? Appel Reaction ? Arndt-Eistert Homologation ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bouveault-Blanc Reduction ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Catalytic Hydrogenation ? Chan-Lam Coupling Reaction ? Chugaev Reaction ? Complex Metal Hydride Reductions ? Corey-Kim Oxidation ? Dess-Martin Oxidation ? Electrophilic Substitution of the Phenol Aromatic Ring ? Ester Cleavage ? Etherification Reaction of Phenolic Hydroxyl Group ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Halogenation of Phenols ? Hiyama Cross-Coupling Reaction ? Hunsdiecker-Borodin Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Jones Oxidation ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Martin's Sulfurane Dehydrating Reagent ? Mitsunobu Reaction ? Moffatt Oxidation ? Oxidation of Alcohols by DMSO ? Oxidation of Phenols ? Passerini Reaction ? Pechmann Coumarin Synthesis ? Preparation of Alcohols ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Preparation of Amines ? Preparation of Carboxylic Acids ? Reactions of Alcohols ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Carboxylic Acids ? Reactions with Organometallic Reagents ? Reimer-Tiemann Reaction ? Ritter Reaction ? Schmidt Reaction ? Sharpless Olefin Synthesis ? Specialized Acylation Reagents-Carbodiimides and Related Reagents ? Specialized Acylation Reagents-Ketenes ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Swern Oxidation ? Ugi Reaction ? Vilsmeier-Haack Reaction
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