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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200166Generated: October 29, 2026

Acetic Acid → HCID 71743936, compound

https://huagongshe.com/reaction/2200166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantBromineHCID 24408—
ReactantSodium ThiosulfateHCID 24477—
ReactantSodium AcetateHCID 517045—
ReactantHCID 14317864HCID 14317864—
SolventDichloromethaneHCID 6344—
ProductHCID 71743936HCID 7174393647.6%

Reaction Steps

Add bromine (1.4 g, 8.7 mmol) dropwise to the mixture of 1′-methylspiro[cyclopropane-1,3′-indolin]-2′-one (1.5 g, 8.7 mmol), sodium acetate (0.7 g, 8.7 mmol) and acetic acid (0.52 g, 8.7 mmol) in dichloromethane (15 mL) at 0° C. After addition, stir the resulting mixture at room temperature overnight. Pour the reaction mixture to the cold sodium thiosulfate solution, extract with ethyl acetate (100 mL×2), combine the organic layers, and wash with brine (20 mL), dry over anhydrous sodium sulfate. Concentrate the solution under reduced pressure to give the crude product, purify by flash chromatography (silica gel, EtOAc:PE=1:5) to afford the title compound (1.0 g, 47.6%). MS: (M+1): 254.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359338B2
Source datasetuspto-grants-2016_06
ORD IDord-ebd655cf4793463e8a2154c72a89e463
Source noteuspto-grants-2016_06