Water → (2-Methylsulfanylphenyl)methanol

HRID 657503Notes

Reaction equation

HRID 657503 reaction equation
[CH3:1][S:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5](O)=[O:6].O>C1(C)C=CC=CC=1>[CH3:1][S:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[CH2:5][OH:6]

Participants

4

Reactant 2

HCID 962WaterHCID 194982-(Methylthio)benzoic acid

Product 1

HCID 3551404(2-Methylsulfanylphenyl)methanolYield 100.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5 g of 2-methylsulfanylbenzoic acid were dissolved in 50 ml of toluene, treated in portions at 20° C. with 14.5 ml of a solution of sodium dihydridobis(2-methoxy-ethoxy)aluminate (Red-AI®; 65% strength in toluene) and stirred for 5 h. The reaction mixture was added to 200 ml of water and extracted three times with 100 ml each of EA. The combined organic phases were dried with magnesium sulfate and the solvent was removed in vacuo. 4.6 g of the crude title compound were obtained as a brown oil.

Workup

  1. extractionextracted three times with 100 ml each of EA
  2. dry with materialThe combined organic phases were dried with magnesium sulfate
  3. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-bb6ee379b83c48409edce0580502cfe4
Source dataset
uspto-grants-2011_12
Patent number
US08076324B2

Reaction notes

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