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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385401Generated: October 30, 2026

Chlorosuccinimide → Ethyl 2-(4-amino-3-chloro-5-(cyclopropylmethoxy)phenyl)acetate

https://huagongshe.com/reaction/385401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantEthyl 2-(4-amino-3-(cyclopropylmethoxy)phenyl)acetateHCID 57995628—
SolventWaterHCID 962—
SolventCarbon TetrachlorideHCID 5943—
ProductEthyl 2-(4-amino-3-chloro-5-(cyclopropylmethoxy)phenyl)acetateHCID 57995503101.3%

Reaction Steps

To a stirred solution of ethyl 2-(4-amino-3-(cyclopropylmethoxy)phenyl)acetate (1.2 g, 4.0 mmol) in dry CCl4 (60 mL), NCS (0.427 g, 3.2 mmol) was added at 0° C. The reaction mixture was allowed to stir for 3 h at room temperature. The reaction mixture was diluted with water and extracted with DCM (2×50 mL). The combined organic layers were dried over Na2SO4, filtered and the volatiles removed in vacuo. The crude reaction mixture was purified by column chromatography to give ethyl 2-(4-amino-3-chloro-5-(cyclopropylmethoxy)phenyl)acetate (920 mg) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367863B2
Source datasetuspto-grants-2013_02
ORD IDord-6853de6e47a8410b83b2981282cf9b22
Source noteuspto-grants-2013_02