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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1954651Generated: October 26, 2026

5-Methyl-2-hexanone → 3-Chloro-5-methylhexan-2-one

https://huagongshe.com/reaction/1954651

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Methyl-2-hexanoneHCID 8034—
ReactantSulfuryl chlorideHCID 24648—
SolventHexaneHCID 8058—
Product3-Chloro-5-methylhexan-2-oneHCID 1097564990.4%

Reaction Steps

To a refluxing solution of 750 g (6.58 mol) 5-methyl-2-hexanone in 1.13 1 n-hexane at 65° C., 1.06 kg (7.89 mol) sulfuryl chloride was added over a period of 2 h. After complete addition of the sulfuryl chloride, the reaction mixture was allowed to cool to room temperature, was washed 4 times with 150 ml H2O, dried (MgSO4) and concentrated in vacuo. The residue was distilled over a 5 cm Vigreux-column (80 mbar, 67-76° C.) to give 884 g of 3-chloro-5-methyl-2-hexanone in the form of a yellowish liquid (purity: 88%, impurity: 11% 3,3-dichloro-5-methyl-2-hexanone).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06123974
Source datasetuspto-grants-2000_09
ORD IDord-b3fac65a71a8453b92b671026ec1c781
Source noteuspto-grants-2000_09