Hydrochloric Acid → 3-Phenylbutylamine

HRID 897382ノート

反応式

HRID 897382 の反応式
[C:1]1([CH:7]([CH3:11])[CH2:8][CH:9]=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])(=O)C.[NH4+].C([BH3-])#[N:18].[Na+].Cl>CO>[C:1]1([CH:7]([CH3:11])[CH2:8][CH2:9][NH2:18])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 859793-PhenylbutanalHCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 30159623-Phenylbutylamine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 3-phenylbutyraldehyde (3 ml, 20.18 mmol), ammonium acetate (15 g, 195 mmol) and sodium cyanoborohydride (900 mg, 14.32 mmol) in methanol (50 ml) was stirred overnight under an argon atmosphere. The reaction was acidified to pH 2 by the addition of conc. HCl. The solvent was evaporated, dichloromethane and water were added, and the aqueous layer was made basic (pH 12) by the addition of solid potassium hydroxide. Extraction (dichloromethane) and concentration gave the title compound as an oil. ES-MS (m/z): 150.2 (M+H)+; 1H NMR (CDCl3): d 7.40-7.17 (m, 5H, Ph), 2.81 (q, 1H, CH), 2.62 (m, 2H, CH2), 1.76 (dq, 2H, CH2), 1.29 (d, 3H, CH3).

後処理

  1. customThe solvent was evaporated
  2. additiondichloromethane and water were added
  3. additionby the addition of solid potassium hydroxide
  4. extractionExtraction (dichloromethane) and concentration

出典と根拠

ORDレコード
ord-4e158d7be7784ce4bebc641901e2426e
出典データセット
uspto-grants-2005_07
特許番号
US06921762B2

反応ノート

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