Methanethiol → Ethyl 2-methyl-2-(methylthio)propionate

HRID 1435090Notes

Reaction equation

HRID 1435090 reaction equation
Br[C:2]([CH3:9])([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:10][SH:11].[OH-].[K+]>C(O)C>[CH2:6]([O:5][C:3](=[O:4])[C:2]([CH3:9])([S:11][CH3:10])[CH3:8])[CH3:7]

Participants

5

Reactant 3

HCID 878MethanethiolHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl ester2×HCID 14797Potassium Hydroxide

Product 1

HCID 3016499Ethyl 2-methyl-2-(methylthio)propionate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-bromoisobutyrate (40.0 g, 0.205 mole), methanethiol (1.09 g, 0.0226 mole), potassium hydroxide (14.4 g, 0.226 mole,), ethyl alcohol (100 g), refluxed reaction mixture until peak for ethyl 2-bromoisobutyrate is no longer detectable by gas chromatography. Distill to purify.

Workup

  1. distillationDistill
  2. customto purify

Sources & evidence

ORD record
ord-35e90e1e545e41219c9811519f9f33ff
Source dataset
uspto-grants-2009_11
Patent number
US07615661B2

Reaction notes

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