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

HRID 1419063

반응식

HRID 1419063 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.).

후처리

  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)

출처 및 근거

ORD 기록
ord-75070c53359242d9beace80b12ceeca5
출처 데이터셋
uspto-grants-1999_03
특허 번호
US05885979

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