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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623488Generated: October 30, 2026

Water → HCID 67508817, compound

https://huagongshe.com/reaction/623488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 67508999HCID 67508999—
CatalystAzobisisobutyronitrileHCID 6547—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 67508817HCID 6750881799.8%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of N-bromosuccinimide (464 mg, 2.61 mmol), 2,2′-azobis(2-methylpropionitrile) (16 mg, 0.10 mmol) and methyl 5-methyl-6-(2,2,2-trifluoroethoxy)nicotinate (500 mg, 2.01 mmol, Step-1) in dichloroethane (10 mL) is stirred at 85° C. for 4 hours. After cooling to room temperature, the reaction mixture is poured into water extracted with dichloroethane and dried over sodium sulfate and concentrated in vacuo. The residue is purified by column chromatography on silica gel eluting with n-Hexane/ethyl acetate (10:1) to give 658 mg (>99% yield) of the title compound as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09302991B2
Source datasetuspto-grants-2016_04
ORD IDord-d3e3272dcc634548824243b90d25de04
Source noteuspto-grants-2016_04