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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 462884Generated: October 30, 2026

4-Chlorobenzaldehyde → Methyl 3-(4-chlorobenzoyl)pentanoate

https://huagongshe.com/reaction/462884

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorobenzaldehydeHCID 7726—
ReactantSodium CyanideHCID 8929—
ReactantMethyl 4-(4-chlorophenyl)-4-oxobutanoateHCID 230774—
ReactantMethyl pent-2-enoateHCID 519179—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-(4-chlorobenzoyl)pentanoateHCID 2028150321%

Reaction Steps

By the procedure described for the preparation of methyl 3-(4-chlorobenzoyl)propanoate (see Example 1), 4-chlorobenzaldehyde (22.48 g), methyl pent-2-enoate (13.65 g), and sodium cyanide (3.92 g) in dry dimethylformamide (DMF: 250 ml), followed by column chromatography on silica gel using dichloromethane: 40°-60° petrol (1:2) as eluent, gave methyl 3-(4-chlorobenzoyl)pentanoate (6.5 g, 21%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04518415
Source datasetuspto-grants-1985_05
ORD IDord-058a3c3fcb4b4bbe89d9a3463b33cab7
Source noteuspto-grants-1985_05