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

HRID 326559

反応式

HRID 326559 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-b68eb538d76a4b6b90924eb19a1c9e97
出典データセット
uspto-grants-1993_12
特許番号
US05270311

関連ノート

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