Nitromethane → 1,2-Benzenediol, 4-(2-nitroethenyl)-

반응식

C([O-])(=O)C.[NH4+].[OH:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][C:14]=1[OH:15])[CH:10]=O.[N+:16]([CH3:19])([O-:18])=[O:17]>>[N+:16]([CH:19]=[CH:10][C:9]1[CH:8]=[C:7]([OH:6])[C:14]([OH:15])=[CH:13][CH:12]=1)([O-:18])=[O:17]

참가 물질

반응물 3

HCID 6375Nitromethane

HCID 87683,4-Dihydroxybenzaldehyde

HCID 517165Ammonium Acetate

생성물 1

HCID 54872581,2-Benzenediol, 4-(2-nitroethenyl)-수율 61%

실험 절차

Ammonium acetate (5.6 g, 72.73 mmol, 1.00 equiv) was added to a solution of 3,4-dihydroxybenzaldehyde (10 g, 72.41 mmol, 1.00 equiv) and nitromethane (50 mL). The resulting mixture was heated at reflux for about 16 hours, and then concentrated in vacuo. The resulting residue was then purified by silica gel column chromotagraphy (ethyl acetate/petroleum ether (1:5)) to give the title compound as a yellow oil (8 g, yield=61%).

후처리

temperatureThe resulting mixture was heated
temperatureat reflux for about 16 hours
concentrationconcentrated in vacuo
customThe resulting residue was then purified by silica gel column chromotagraphy (ethyl acetate/petroleum ether (1:5))

출처 및 근거

ORD 기록: ord-948b2595e32c48ddb6b3bc450387cff4
출처 데이터셋: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08524733B2

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