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Water → Methyl 3-[N-(2'-cyanobiphenyl-4-yl)methyl-N-valerylamino]-4-nitrobenzoate

HRID 1655460
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HRID 1655460 반응식
[N+:1]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][C:5]=1[NH:14][C:15](=[O:20])[CH2:16][CH2:17][CH2:18][CH3:19])([O-:3])=[O:2].[C:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:29]1[CH:36]=[CH:35][C:32]([CH2:33]Br)=[CH:31][CH:30]=1)#[N:22].C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[C:21]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:29]1[CH:30]=[CH:31][C:32]([CH2:33][N:14]([C:5]2[CH:6]=[C:7]([CH:12]=[CH:13][C:4]=2[N+:1]([O-:3])=[O:2])[C:8]([O:10][CH3:11])=[O:9])[C:15](=[O:20])[CH2:16][CH2:17][CH2:18][CH3:19])=[CH:35][CH:36]=1)#[N:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 15019124'-(Bromomethyl)-2-cyanobiphenylHCID 19792184Methyl 4-nitro-3-valerylaminobenzoate

생성물 1

HCID 19792114Methyl 3-[N-(2'-cyanobiphenyl-4-yl)methyl-N-valerylamino]-4-nitrobenzoate수율 73.8%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

A mixture of methyl 4-nitro-3-valerylaminobenzoate (1.0 g), 4-(2-cyanophenyl)benzyl bromide (0.97 g) and potassium carbonate (0.55 g) in DMF (10 ml) was stirred for two days at room temperature. To the reaction mixture was added water and the mixture was extracted with ethyl acetate. The organic layer was washed with water and dried. The solvent was distilled off, and the residue was purified by column chromatography on silica gel to afford a pale yellow oil (1.24 g, 73%).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. customdried
  4. distillationThe solvent was distilled off
  5. customthe residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-116ebd6047f741ec9292c39855af649f
출처 데이터셋
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05250554

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