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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1981047Generated: November 2, 2026

Acetyl chloride → 1-Methyl-4-oxo-5-pentylcyclopent-2-en-1-yl acetate

https://huagongshe.com/reaction/1981047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
ReactantHCID 13137234HCID 13137234—
SolventChloroformHCID 6212—
Product1-Methyl-4-oxo-5-pentylcyclopent-2-en-1-yl acetateHCID 1351725596%

Reaction Steps

Into the same flask as in Example 1, 3-hydroxy-2-n-pentyl-3-methyl-4-cyclopentenone (18.2 g), triethylamine (20.3 g) and chloroform (150 g) were charged, and acetyl chloride (15.8 g) was dropwise added thereto at a temperature of 10° to 15° C. in 2 hours. Then, stirring was continued at room temperature for 20 hours. The reaction mixture was treated as in Example 1. The residue was purified by silica gel chromatography using a mixture of toluene and ethyl acetate (10:1) as an eluent to give dl-3-acetoxy-2-n-pentyl-3-methyl-4-cyclopentenone (21.5 g). Yield, 96%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04511655
Source datasetuspto-grants-1985_04
ORD IDord-4c67ed17dbfa426cb44e48b9f0e36914
Source noteuspto-grants-1985_04