Thionyl Chloride → 2-Ethyl-2-methylhexanoyl chloride

HRID 1704194Notes

Reaction equation

[CH3:1][C:2]([CH2:10][CH3:11])([CH2:6][CH2:7][CH2:8][CH3:9])[C:3](O)=[O:4].S(Cl)([Cl:14])=O>>[CH3:1][C:2]([CH2:10][CH3:11])([CH2:6][CH2:7][CH2:8][CH3:9])[C:3]([Cl:14])=[O:4]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 36646Hexanoic acid, 2-ethyl-2-methyl-

Product 1

HCID 227590852-Ethyl-2-methylhexanoyl chlorideYield 90.6%

Procedure

316 gm (2moles) of 2-methyl-2-ethyl-hexanoic acid were heated to boiling with 357 gm (3 moles) of thionyl chloride under agitation until the evolution of gas had ended. The surplus thionyl chloride was distilled off and the residue was fractionated in vacuo. 320 gm (90% of theory) of 2-methyl-2-ethyl-hexanoyl chloride of b.p. 78° C. at 13 mmHg were obtained.

Workup

distillationThe surplus thionyl chloride was distilled off

Sources & evidence

ORD record: ord-bb0b75b6e1504d96ad029c34e941c93d
Source dataset: uspto-grants-1978_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04126585

Reaction notes

Loading…