Benzaldehyde → 4-Benzylamino-1-Butanol

HRID 1952977ノート

反応式

HRID 1952977 の反応式
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][OH:6].[CH:7](=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[H][H]>O=[Pt]=O.C(O)C>[C:8]1([CH2:7][NH:1][CH2:2][CH2:3][CH2:4][CH2:5][OH:6])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

6

反応物 3

HCID 240BenzaldehydeHCID 258684-Amino-1-butanolHCID 178418361HCID 178418361、化合物

生成物 1

HCID 17900184-Benzylamino-1-Butanol収率 98.7%

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 702Ethanol溶媒

実験手順

Dissolve diaminooctane (10.8 g, 0.075) in methylene chloride (200 mL), methanol (100 mL) with di-t-butyldicarbonate (32.7 g, 0.156 mol). Stir the reaction overnight. Concentrate the reaction under vacuum and crystallize the residue from hexane to provide N, N'-bis(t-butoxycarbonyl)-1,8-octanediamine (20.2 g), mp 96-97° C. Combine 4-amino-butan-1-ol (8.9 g, 0.1 mol), benzaldehyde (10.6 g, 0.1 mol), ethanol (100 mL) and PtO2 (0.3 g) and hydrogenate at 45 lbs./sq. in. until hydrogen is no longer taken up. Filter the reaction and concentrate the filtrate under vacuum to provide 4-[[(phenyl)methyl]amino]-butan-1-ol (17.7 g), Rf =0.70 eluting with 10% conc. NH3 /methanol.

後処理

  1. filtrationFilter
  2. customthe reaction
  3. concentrationconcentrate the filtrate under vacuum

出典と根拠

ORDレコード
ord-994281198ae34abeaf9ade1f582dd12c
出典データセット
uspto-grants-2000_09
特許番号
US06114394

反応ノート

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