(+-)-2-Butanol → (1-Methylpropoxycarbonyl)sulfenyl chloride

HRID 2396081Notes

Reaction equation

HRID 2396081 reaction equation
Cl[C:2]([S:4][Cl:5])=[O:3].[CH3:6][CH:7]([OH:10])[CH2:8][CH3:9]>>[CH3:6][CH:7]([O:10][C:2]([S:4][Cl:5])=[O:3])[CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 6568(+-)-2-ButanolHCID 75990(Chlorothio)formyl chloride

Product 1

HCID 13633290(1-Methylpropoxycarbonyl)sulfenyl chlorideYield 39.1%

Procedure

Chlorocarbonylsulfenyl chloride (13.1 g, 0.1 mol) was mixed with 2-butanol (6.7 g, 0.09 mol) and warmed to about 35° to 40° C. for one hour. Distillation resulted in the title compound (5.93 g) Bp. 70° C./0.8 mm Hg. NMR spectrum was consistent with the structure.

Workup

  1. temperaturewarmed to about 35° to 40° C. for one hour
  2. distillationDistillation

Sources & evidence

ORD record
ord-f3a4541cf8c5494da38a23b10ef300c7
Source dataset
uspto-grants-1996_02
Patent number
US05491162

Reaction notes

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