Hydrochloric Acid → 3-Phenylbutylamine

HRID 566698노트

반응식

HRID 566698 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 30159623-Phenylbutylamine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-d58acd70c4024256abfb60e0d7f8474b
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06174901B1

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