Sodium borohydride → 2-Amino-alpha-(4-benzyloxy-2-methoxyphenyl)-5-chlorobenzyl alcohol

HRID 1419063

反応式

HRID 1419063 の反応式
[NH2:1][C:2]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:8][C:7]=1[O:20][CH3:21])=[O:5].[BH4-].[Na+]>CO>[NH2:1][C:2]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:3]=1[CH:4]([OH:5])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:8][C:7]=1[O:20][CH3:21]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 540054462-Amino-4'-benzyloxy-5-chloro-2'-methoxybenzophenone

生成物 1

HCID 539319582-Amino-alpha-(4-benzyloxy-2-methoxyphenyl)-5-chlorobenzyl alcohol収率 94.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 2-amino-4'-benzyloxy-5-chloro-2'-methoxybenzophenone (10 g) in methanol (100 ml) was added sodium borohydride (1.4 g). After being stirred for 24 h, the mixture was concentrated in vacuo. The residue was diluted with water (200 ml) and extracted with ethyl acetate (300 ml). The extract was washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1-2:1) to give 2-amino-α-(4-benzyloxy-2-methoxyphenyl)-5-chlorobenzyl alcohol (9.5 g) as colorless crystals (mp=101°-103° C.).

後処理

  1. concentrationthe mixture was concentrated in vacuo
  2. additionThe residue was diluted with water (200 ml)
  3. extractionextracted with ethyl acetate (300 ml)
  4. washThe extract was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1-2:1)

出典と根拠

ORDレコード
ord-75070c53359242d9beace80b12ceeca5
出典データセット
uspto-grants-1999_03
特許番号
US05885979

関連ノート

読み込み中…