Thionyl Chloride → 2-[(Acetylthio)methyl]-4-methylpentanoyl chloride

HRID 225102Notes

Reaction equation

HRID 225102 reaction equation
[C:1]([S:4][CH2:5][CH:6]([CH2:10][CH:11]([CH3:13])[CH3:12])[C:7](O)=[O:8])(=[O:3])[CH3:2].S(Cl)([Cl:16])=O>>[C:1]([S:4][CH2:5][CH:6]([CH2:10][CH:11]([CH3:13])[CH3:12])[C:7]([Cl:16])=[O:8])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 13017557HCID 13017557, compound

Product 1

HCID 127690742-[(Acetylthio)methyl]-4-methylpentanoyl chloride

Procedure

2-[(Acetylthio)methyl]-4-methylpentanoic acid (6.0 g) is combined with thionyl chloride (5 ml). The reaction mixture is allowed to exotherm to 45° C. It is stirred at room temperature for about 16 hours and the acid chloride product is then vacuum distilled yielding 5.1 g, boiling point 80°-90° C. at 10 mm of Hg.

Workup

  1. customto exotherm to 45° C
  2. distillationvacuum distilled
  3. customyielding 5.1 g, boiling point 80°-90° C. at 10 mm of Hg

Sources & evidence

ORD record
ord-6611118ca7154ff4976445fbf4c252fc
Source dataset
uspto-grants-1980_11
Patent number
US04235885

Reaction notes

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