2-Bromo-1-[3-(methoxymethyl)-4-(phenylmethoxy)phenyl]ethanone → 4-Hydroxy-3-(methoxymethyl)-alpha-[[[6-[2-(4-methoxyphenyl)ethoxy]hexyl]amino]methyl]benzenemethanol

HRID 1165282ノート

反応式

HRID 1165282 の反応式
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11]CC2C=CC=CC=2)=[C:7]([CH2:19][O:20][CH3:21])[CH:6]=1)=[O:4].[CH3:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][NH:39]CC2C=CC=CC=2)=[CH:26][CH:25]=1>C1COCC1.C(O)C>[OH:11][C:8]1[CH:9]=[CH:10][C:5]([CH:3]([CH2:2][NH:39][CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][O:32][CH2:31][CH2:30][C:27]2[CH:26]=[CH:25][C:24]([O:23][CH3:22])=[CH:29][CH:28]=2)[OH:4])=[CH:6][C:7]=1[CH2:19][O:20][CH3:21]

参加物

5

反応物 2

HCID 124989662-Bromo-1-[3-(methoxymethyl)-4-(phenylmethoxy)phenyl]ethanoneHCID 13588716N-[6-[2-(4-methoxyphenyl)ethoxy]hexyl]benzenemethanamine

生成物 1

HCID 198626844-Hydroxy-3-(methoxymethyl)-alpha-[[[6-[2-(4-methoxyphenyl)ethoxy]hexyl]amino]methyl]benzenemethanol収率 48.1%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2-bromo-1-[3-(methoxymethyl)-4-(phenylmethoxy)phenyl]ethanone (1.38 g), N-[6-[2-(4-methoxyphenyl)ethoxy]hexyl]benzenemethanamine (1.35 g) and DEA (1.02 g) in THF (21 ml) was allowed to stand under nitrogen for 20 h. The mixture was filtered and the filtrate evaporated in vacuo to give an oil, a solution of which in ethanol (35 ml) was hydrogenated over pre-reduced 10% PdO-C (50% aqueous, 500 mg) and 5% PtO-C (400 mg). The mixture was filtered through hyflo and evaporated in vacuo to give an oil. Purification by FCC eluting with System B (900:100:5) gave the title compound as a cream solid (0.82 g) m.p. 97.5°-98.5°.

後処理

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated in vacuo
  3. customto give an oil
  4. filtrationThe mixture was filtered through hyflo
  5. customevaporated in vacuo
  6. customto give an oil
  7. customPurification by FCC
  8. washeluting with System B (900:100:5)

出典と根拠

ORDレコード
ord-9870339be2714748aadb004f3a96ecdb
出典データセット
uspto-grants-1990_03
特許番号
US04908386

反応ノート

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