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

HRID 1165282노트

반응식

HRID 1165282 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

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°.

후처리

  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)

출처 및 근거

ORD 기록
ord-9870339be2714748aadb004f3a96ecdb
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04908386

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