2,3-Dimethyl-2-phenyloxirane → HCID 67524986, compound

HRID 898837Notes

Reaction equation

HRID 898837 reaction equation
[CH3:1][C@H:2]1[O:4][C@@:3]1([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH3:5].[CH3:12][SH:13].[Na]>CO>[CH3:12][S:13][C@H:2]([CH3:1])[C@@:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)([OH:4])[CH3:5]

Participants

4

Conditions

Temperature
60 °C

Procedure

To a solution of trans-2,3-dimethyl-2-phenyloxirane (14 g, 76 mmol) in methanol (100 mL) was added 15% aqueous sodium methyl mercaptan solution (61 mL, 190 mmol) under nitrogen atmosphere at room temperature, and the mixture was warmed to 60° C. and stirred for 2 hours. The mixture was concentrated under reduced pressure, and the residue was extracted twice with diethyl ether (50 mL), sequentially washed with water (50 ml) and saturated aqueous sodium chloride solution (50 mL), and dried over sodium sulfate. The resultant mixture was filtrated and the solvent was evaporated to give the title compound (16 g, yield 99%) as a colorless oil.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. extractionthe residue was extracted twice with diethyl ether (50 mL)
  3. washsequentially washed with water (50 ml) and saturated aqueous sodium chloride solution (50 mL)
  4. dry with materialdried over sodium sulfate
  5. filtrationThe resultant mixture was filtrated
  6. customthe solvent was evaporated

Sources & evidence

ORD record
ord-770047fb126646ac98526d685cb8f5f5
Source dataset
uspto-grants-2008_04
Patent number
US07351825B2

Reaction notes

Loading…