Propylamine → N-(1-propyl)-4-hydroxyphenoxyacetamide

HRID 326559

반응식

HRID 326559 반응식
[CH2:1]([NH2:4])[CH2:2][CH3:3].[OH:5][C:6]1[CH:17]=[CH:16][C:9]([O:10][CH2:11][C:12](OC)=[O:13])=[CH:8][CH:7]=1>CO>[CH2:1]([NH:4][C:12](=[O:13])[CH2:11][O:10][C:9]1[CH:16]=[CH:17][C:6]([OH:5])=[CH:7][CH:8]=1)[CH2:2][CH3:3]

참가 물질

4

반응물 2

HCID 7852PropylamineHCID 602731Methyl 2-(4-hydroxyphenoxy)acetate

생성물 1

HCID 15730023N-(1-propyl)-4-hydroxyphenoxyacetamide

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 1-propylamine (4.1 ml) and methyl 4-hydroxyphenoxyacetate (3.64 g) in methanol (50 ml) was left to stand for 72 hours at ambient temperature. The solvent was evaporated in vacuo and the residue taken up in ethyl acetate. The solution was washed sequentially with 1M HCl (2×25 ml) and brine (30 ml), then dried (MGSO4) and the solvent evaporated to give N-(1-propyl)-4-hydroxyphenoxyacetamide as a red oil, NMR: 0.95 (t, 3H, CH3), 1.55 (m, 2H, CH2), 3.3 (q, 2H, CH2N), 4.4 (s, 2H, CH2O), 6.5-6.7 (broad s, 1H, OH), 6.8 (s, 4H, phenyl-H); m/e 227 (M+NH4)+, 210 (M+H)+.

후처리

  1. customThe solvent was evaporated in vacuo
  2. washThe solution was washed sequentially with 1M HCl (2×25 ml) and brine (30 ml)
  3. customdried (MGSO4)
  4. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-b68eb538d76a4b6b90924eb19a1c9e97
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05270311

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