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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 434245Generated: October 30, 2026

Chloroacetyl chloride → N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-2-chloroacetamide

https://huagongshe.com/reaction/434245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
ReactantPhenethylamine, 3,4-methylenedioxy-, hydrochlorideHCID 74246—
SolventDichloromethaneHCID 6344—
ProductN-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-2-chloroacetamideHCID 2248760974.5%

Reaction Steps

To homopiperonylamine hydrochloride (2.14 g, 10.6 mmol) (a compound of formula (7)) in CH2Cl2 (20 mL) in an ice bath was added triethylamine (3.1 mL, 21 mmol) and chloroacetyl chloride (0.85 mL, 10 mmol) (a compound of formula Y6)). After warming to ambient temperature and stirring for 16 hours, the reaction was partitioned with 1 N HCl. The organic layer was separated, washed with aqueous bicarbonate, dried (Na2SO4), and the solvent was removed in vacuo to give 1.8 g of 2-chloro-N-[2-(1,3-benzodioxol-5-yl)ethyl]acetamide, a compound of formula 8).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06670473B2
Source datasetuspto-grants-2003_12
ORD IDord-7c24e33052094020b68e5e4c3329a40f
Source noteuspto-grants-2003_12