Methanol → 4'-Nitrobiphenyl-4-carboxaldehyde

HRID 1867237노트

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HRID 1867237 반응식
[H-].C([Al+]CC(C)C)C(C)C.[N+:11]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:27]=[CH:26][C:23]([C:24]#N)=[CH:22][CH:21]=2)=[CH:16][CH:15]=1)([O-:13])=[O:12].C[OH:29].O>C1(C)C=CC=CC=1>[N+:11]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:27]=[CH:26][C:23]([CH:24]=[O:29])=[CH:22][CH:21]=2)=[CH:16][CH:15]=1)([O-:13])=[O:12]

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 52001084-Cyano-4'-nitrodiphenylHCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 27635864'-Nitrobiphenyl-4-carboxaldehyde

시약·촉매·용매 1

HCID 1140Toluene용매2회

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온도
0 °C

실험 절차

1 M solution (1.2 ml, 1.22 mmol) of diisobutylaluminum hydride in toluene was slowly added to a solution (10 ml) of 4-(4-nitrophenyl)benzonitrile (224 mg, 1 mmol) in toluene at room temperature, and they were stirred for 1 hour. After cooling to 0° C., methanol (0.4 ml) and water (0.4 ml) were slowly added to the obtained mixture, and they were stirred. The reaction mixture was dried over sodium sulfate. After the purification by the silica gel column chromatography (ethyl acetate/hexane), 4-(4-nitrophenyl)benzaldehyde was obtained in the form of a yellow solid (yield: 127 mg, 56%).

후처리

  1. stirringwere stirred
  2. dry with materialThe reaction mixture was dried over sodium sulfate
  3. customAfter the purification by the silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-5d297f4281164bc1bdbf89e6e3841a78
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07632830B2

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