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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500148Generated: October 26, 2026

Triethylamine hydrochloride → 5-(4-Chlorobenzyl)-2,2-dimethylcyclopentanone

https://huagongshe.com/reaction/1500148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantDimethylacetamideHCID 31374—
ReactantHCID 11449298HCID 11449298—
ReactantSodium bicarbonate waterHCID 86585896—
SolventTolueneHCID 1140—
Product5-(4-Chlorobenzyl)-2,2-dimethylcyclopentanoneHCID 11424896—

Reaction Conditions

Temperature150 °C

Reaction Steps

In 1-(4-chlorobenzyl)-3,3-dimethyl-2-oxocyclopentane carboxylic acid methyl ester (1.0 g, 0.00339 mol), N,N-dimethylacetamide (1 mL) and triethylamine hydrochloride (0.56 g, 0.00339×1.2 mol) were added and stirred at 150° C. for 2 hours. In the reaction liquid, toluene and saturated sodium bicarbonate water were added, and the mixture was partitioned. After extracting the aqueous layer using toluene, the organic layer was dried using anhydrous sodium sulfate and concentrated. Thereafter, the dried and concentrated product was purified using a silica gel column, and a target product was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206106B2
Source datasetuspto-grants-2015_12
ORD IDord-a77e6e71ec454d0ca4206654b4b546b0
Source noteuspto-grants-2015_12