Diethyl Ether → Ethyl 2-(acetylthiomethyl)butanoate

HRID 258484Notes

Reaction equation

HRID 258484 reaction equation
[CH2:1]([C:3](=[CH2:9])[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].[S:10]1C=CC=C1CC(O)=O.[CH3:19][CH2:20][O:21]CC>>[C:20]([S:10][CH2:9][CH:3]([CH2:1][CH3:2])[C:4]([O:6][CH2:7][CH3:8])=[O:5])(=[O:21])[CH3:19]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 159702-Thiopheneacetic acidHCID 291416Ethyl 2-methylidenebutanoate

Product 1

HCID 15025921Ethyl 2-(acetylthiomethyl)butanoate

Conditions

Temperature
65 °C

Procedure

Ethyl 2-ethylpropenoate (5 g, 39 mmol) was diluted with 5.6 mL (78 mmol) of thiolacetic acid and stirred at 65° C. for 36 h. The mixture was then diluted with ether, washed with water and the organic phase was dried with Na2SO4. Evaporation to dryness yielded the title material as an orange oil which was used as such for the next step.

Workup

  1. washwashed with water
  2. dry with materialthe organic phase was dried with Na2SO4
  3. customEvaporation to dryness

Sources & evidence

ORD record
ord-ddda9115889046ae9570164ebc99bd6f
Source dataset
uspto-grants-1993_11
Patent number
US05266568

Reaction notes

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