Water → Ethanethiol, 2-(phenylmethoxy)-

HRID 1697404Notes

Reaction equation

HRID 1697404 reaction equation
C(=O)([O-])[O-].[K+].[K+].C(=O)([S:9][CH2:10][CH2:11][O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)C.O>CO>[CH2:13]([O:12][CH2:11][CH2:10][SH:9])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 962Water2×HCID 11430Potassium CarbonateHCID 86045393S-2-(benzyloxy)ethyl ethanethioate

Product 1

HCID 14571805Ethanethiol, 2-(phenylmethoxy)-Yield 97.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Potassium carbonate (11.20 g) was added to S-2-(benzyloxy)ethyl ethanethioate (8.52 g) in methanol (170 mL)/water (85 mL) and the reaction was stirred for 20 min. Water was added and the mixture extracted with ethyl acetate. The organic layers were combined, washed with aqueous ammonium chloride and dried (MgSO4) and concentrated in vacuo to give the subtitle compound (6.64 g).

Workup

  1. extractionthe mixture extracted with ethyl acetate
  2. washwashed with aqueous ammonium chloride
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-939c4b3c55b1445f8ec4ee4de4d718a1
Source dataset
uspto-grants-2012_04
Patent number
US08163905B2

Reaction notes

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