Sodium Hydroxide → (S)-1-(4-methoxybenzyl)-octahydroisoquinoline

HRID 4696ノート

反応式

HRID 4696 の反応式
C([O-])(=O)C.[CH3:5][O:6][C:7]1[CH:23]=[CH:22][C:10]([CH2:11][C@H:12]2[C:21]3[CH:16]([CH2:17][CH2:18][CH2:19][CH:20]=3)[CH2:15][CH2:14][NH2+:13]2)=[CH:9][CH:8]=1.[OH-].[Na+]>O>[CH3:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:11][C@H:12]2[C:21]3[CH:16]([CH2:17][CH2:18][CH2:19][CH:20]=3)[CH2:15][CH2:14][NH:13]2)=[CH:22][CH:23]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 18611875(S)-1-(4-methoxybenzyl)-octahydroisoquinolinium acetate

生成物 1

HCID 18611876(S)-1-(4-methoxybenzyl)-octahydroisoquinoline収率 97.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 31.7 g of (S)-1-(4-methoxybenzyl)-octahydroisoquinolinium acetate in 250 ml of water is brought by addition of concentrated sodium hydroxide solution to pH 12. The free base is extracted twice with 150 ml of diethyl ether each time. Washing of the combined extracts with water, drying over sodium sulfate and removal of the solvent in vacuo leaves 25.0 g (97.3% of theory) of (S)-1-(4-methoxybenzyl)-octahydroisoquinoline.

後処理

  1. extractionThe free base is extracted twice with 150 ml of diethyl ether each time
  2. washWashing of the combined extracts with water
  3. dry with materialdrying over sodium sulfate and removal of the solvent in vacuo

出典と根拠

ORDレコード
ord-8be19d99101940f8b611464ff0ecf239
出典データセット
uspto-grants-1988_02
特許番号
US04727147

反応ノート

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