1-Hexanethiol → HCID 53796704, compound

HRID 2352659Notes

Reaction equation

HRID 2352659 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[C:2]#[CH:3].[CH2:7]([SH:13])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>C1CCN2C(=NCCC2)CC1>[CH2:7]([S:13][CH:3]=[CH:2][C:1]([O:5][CH3:6])=[O:4])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 81061-HexanethiolHCID 13536Methyl propiolate

Product 1

HCID 53796704HCID 53796704, compound

Reagents, catalysts & solvents 1

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneCatalyst

Procedure

To a cooled (5°) solution of methyl propiolate (1.96 g, 23.0 mmol) is added 2 drops of DBU. 1-Hexanethiol (2.5 g, 21.0 mmol) is then added over a period of 3 minutes. The ice bath is removed, and the reaction mixture is stirred at RT for 1.5 hours. It is then purified by prep. TLC (preparative thin layer chromatography) to give methyl 3-hexylthio-2-propenoate.

Workup

  1. customThe ice bath is removed
  2. customIt is then purified by prep

Sources & evidence

ORD record
ord-ea991096c20845bea110b11d58368d9f
Source dataset
uspto-grants-1989_10
Patent number
US04877899

Reaction notes

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