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[ CAS No. 43114-43-8 ] {[proInfo.proName]}

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Chemical Structure| 43114-43-8
Chemical Structure| 43114-43-8
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Product Details of [ 43114-43-8 ]

CAS No. :43114-43-8 MDL No. :MFCD11052329
Formula : C8H8O3S Boiling Point : No data available
Linear Structure Formula :- InChI Key :OVSMURBVBQUOSF-UHFFFAOYSA-N
M.W : 184.21 Pubchem ID :13596602
Synonyms :

Safety of [ 43114-43-8 ]

Signal Word:Warning Class:
Precautionary Statements:P280-P305+P351+P338 UN#:
Hazard Statements:H302 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 43114-43-8 ]

* 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 [ 43114-43-8 ]

[ 43114-43-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 43114-43-8 ]
  • [ 220798-39-0 ]
YieldReaction ConditionsOperation in experiment
With sodium tetrahydroborate; In ethanol; at 20℃; for 1h; NaBH4 is added to a solution of 750 mg (4.08 mmol) 3-methanesulphonyl-benz- aldehyde in 20 ml ethanol (see P. L. ORNSTEIN, T. J. Bleisch, M. B. Arnold, R. A. Wright, B. G. Johnson, J. P. Tizzano, D. R. Helton, M. J. Kallman, D. D. SCHOEPP, M. Herin, J MED. Chem. 1998, 41 (3), 358-378 or B. Eistert, W. Schade, H. Selzer, Ber. 1964, 97 (5), 1470-81). The reaction mixture is stirred at room temperature for 1 h. The reaction mixture is poured into water and extracted three times with ethyl acetate. The combined organic layers are washed with water and brine, dried, filtered and concentrated in vacuo to afford the title compound, used in the next step without further purification. H-NMR (300 MHz, DMSO): 7.85 (broad s, 1H), 7.78 (d, 1H), 7.62 (d, 2H), 7.59 (t, 1H), 5.45 (t, 3H), 4.58 (d, 2H), 3.19 (s, 3H).
  • 2
  • [ 220798-39-0 ]
  • [ 43114-43-8 ]
YieldReaction ConditionsOperation in experiment
74% With pyridinium chlorochromate; In dichloromethane; at 20℃; for 2h; A solution of [3-(methylsulfonyl) phenyl] methanol (680 mg, 3.66 MMOL) IN anhydrous CH2CI2 (20 mL) was treated with PCC (1.03 g, 4.75 mmol) at room temperature for 2 hours. The solvent was removed and the residue was purified by flash column chromatography (20-60% EtOAc in hexanes) to give the product (500 mg, 74% YIELD). H NMR (300 MHz, CDC13) 5 : 3.13 (s, 3 H), 7.77-7. 82 (m, 1 H), 8.18-8. 24 (m, 2 H), 8.46-8. 48 (m, 1 H), 10.12 (s, 1 H).
72% With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In dichloromethane; at 20℃; for 1h;Molecular sieve; Solid tetrapropylammonium perruthenate ("TPAP", 0.05 mmol) was added in one portion to a stirred mixture of compound 8. 6 (1 mmoL), 4- methylmorpholine N-oxide ("NMO" ; 1.5 mmoL) and powdered 4A molecular sieve (equal weight to that of NMO) in 5 mL of DCM at room temperature under N2. The reaction mixture was stirred at room temperature. for 1 hour, and then filtered through a short pad of silica gel, eluting with mixture of DCM and AcOEt (1: 1). The filtrate was concentrated and the residue was purified with chromatography (Si02, AcOEt/hexane 2: 1) to afford compound 8.7 (yield 72%). 1H NMR (400 MHz, CDC13) 8 3.14 (s, 3 H), 7.81 (t, J=7. 58 Hz, 1 H), 8.21 (t, J=9. 05 Hz, 2 H), 8.46 (s, 1 H), 10.12 (s, 1 H) ppm.
To a solution of oxalyl chloride (1.05 mL, 12 mmol) in DCM (15 mL) at -78C is added a solution of DMSO (1.9 mL, 26.6 mmol) in DCM (15 mL) over 5 minutes. The reaction mixture is stirred for 20 minutes, then a solution of <strong>[220798-39-0](3-methanesulfonyl-phenyl)-methanol</strong> (0.992 g, 5.33 mmol) in DCM (20 mL) is added over a 5 minute period. The reaction mixture is stirred for 15 minutes then Et3N (3.78 mL, 27.2 mmol) is added over a 5 minute period. The ice bath is removed and water (30 mL) is added at room temperature. The reaction mixture is stirred for 10 minutes, then the organic layer is isolated, dried over MgSO4 and EPO <DP n="34"/>filtered. The solvent is removed under reduced pressure to yield 3-methanesulfonyl- benzaldehyde as a pale orange solid; [M-H]" 183.
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