Dimethylformamide → 4-Formyl-2-nitrobenzonitrile

HRID 401200

반응식

Br[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].CCOC(C)=O.[CH3:19][N:20](C)C=O>>[CH:6]([C:5]1[CH:8]=[CH:9][C:2]([C:19]#[N:20])=[C:3]([N+:10]([O-:12])=[O:11])[CH:4]=1)=[O:7]

참가 물질

반응물 3

HCID 6228Dimethylformamide

HCID 8857Ethyl Acetate

HCID 8087924-Bromo-3-nitrobenzaldehyde

생성물 1

HCID 221178154-Formyl-2-nitrobenzonitrile수율 56.1%

실험 절차

A mixture of 4-bromo-3-nitrobenzaldehyde (1 g, 4.35 mmol) in dimethylformamide (10 mL) was added cuprous cyanide (584.8 mg, 6.53 mmol). The resultant solution was stirred at 160° C. for 5 hours. After cooling, a standard aqueous/EtOAc workup was followed. Purified by silica gel column chromatography to give product (430 mg, yield 56.1%).

후처리

temperatureAfter cooling
customPurified by silica gel column chromatography

출처 및 근거

ORD 기록: ord-e07eb1dbf2fb4ad7a2790904e0842bc3
출처 데이터셋: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08741915B2

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