Acetaldehyde → HCID 19418793、化合物

HRID 864385ノート

反応式

HRID 864385 の反応式
C([BH3-])#N.[Na+].[CH3:5][C:6]([CH3:24])([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[NH2:23])[CH2:13][CH2:12]1)=[O:10])[CH3:7].[CH:25](=O)[CH3:26]>CO>[CH3:7][C:6]([CH3:24])([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[NH:23][CH2:25][CH3:26])[CH2:13][CH2:12]1)=[O:10])[CH3:5]

参加物

5

反応物 3

HCID 177AcetaldehydeHCID 2795530tert-Butyl 4-(2-aminophenyl)piperazine-1-carboxylateHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 19418793HCID 19418793、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Sodium cyanoborohydride (1.6 g) is added to a 0° solution of 1-[1,1-dimethylethoxycarbonyl]-4-(2-aminophenyl)piperazine (PREPARATION 13, 6.52 g) and acetaldehyde (1.48 ml) dissolved in methanol (65 ml). After 3 hr the reaction mixture is partially concentrated under reduced pressure. Then it is diluted with chloroform, washed with saturated aqueous sodium bicarbonate, saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound, Rf =0.62 (ethyl acetate/hexane, 1/1), NMR (300 MHz, CDCl3) 7.04, 6.95, 6.66, 4.59, 3.70-3.50, 3.15, 2.82, 1.49 and 1.28δ.

後処理

  1. concentrationAfter 3 hr the reaction mixture is partially concentrated under reduced pressure
  2. additionThen it is diluted with chloroform
  3. washwashed with saturated aqueous sodium bicarbonate, saline
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-7719c1a027f44af8982725764d0bfbe9
出典データセット
uspto-grants-1996_10
特許番号
US05563142

反応ノート

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