Water → tert-Butyl 4-(4-nitroanilino)piperidine-1-carboxylate

HRID 1791908ノート

反応式

HRID 1791908 の反応式
NN1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1.F[C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=1.[CH:25]([N:28](CC)C(C)C)(C)C.O>CN1CCCC1=O>[C:11]([O:10][C:8]([N:5]1[CH2:4][CH2:3][CH:25]([NH:28][C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=2)[CH2:7][CH2:6]1)=[O:9])([CH3:12])([CH3:13])[CH3:14]

参加物

6

反応物 4

HCID 962WaterHCID 9590p-FluoronitrobenzeneHCID 81531DiisopropylethylamineHCID 22029174tert-Butyl 4-aminopiperazine-1-carboxylate

生成物 1

HCID 22028451tert-Butyl 4-(4-nitroanilino)piperidine-1-carboxylate収率 53.2%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
80 °C

実験手順

4-Amino-1-tert-butoxycarbonylpiperazine (3.00 g), 4-fluoronitrobenzene (2.54 g) and N,N-diisopropylethylamine (8.82 g) were dissolved in N-methyl-2-pyrrolidone (30 mL), and the mixture was stirred at 80° C. for 18 hr. The reaction mixture was added to water and the mixture was extracted with ethyl acetate. The extract was washed with brine and dried. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give 1-tert-butoxycarbonyl-4-(4-nitrophenyl)aminopiperidine (2.55 g) as a white solid.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with brine
  3. customdried
  4. customThe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-cdc8330fdabf4b8090f409cf85b62274
出典データセット
uspto-grants-2006_07
特許番号
US07074794B2

反応ノート

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