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Sodium Hydroxide → 3-((R)-1-phenylethylamino)-2-(4-bromophenyl)propan-1-ol

HRID 515461
ノート
印刷プレビュー

反応式

HRID 515461 の反応式
C([O:4][CH2:5][CH:6]([C:17]1[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][CH:18]=1)[CH2:7][NH:8][C@@H:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH3:10])(=O)C.[OH-].[Na+]>CO>[C:11]1([C@H:9]([NH:8][CH2:7][CH:6]([C:17]2[CH:18]=[CH:19][C:20]([Br:23])=[CH:21][CH:22]=2)[CH2:5][OH:4])[CH3:10])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 672824433-((R)-1-phenylethylamino)-2-(4-bromophenyl)propyl acetate

生成物 1

HCID 672813523-((R)-1-phenylethylamino)-2-(4-bromophenyl)propan-1-ol収率 95%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of diastereopure 3-((R)-1-phenylethylamino)-2-(4-bromophenyl)propyl acetate (2.85 g, 7.57 mmol) in methanol (30.3 ml) was added 1.0N-sodium hydroxide (30.3 ml, 30.3 mmol) at 0° C. The mixture was stirred at room temperature for 3 hours. The mixture was partitioned between saturated ammonium chloride solution and chloroform, and the organic layer was dried over sodium sulfate. The solvent was evaporated under reduced pressure to afford diastereopure 3-((R)-1-phenylethylamino)-2-(4-bromophenyl)propan-1-ol as white solid (2.40 g, 95%).

後処理

  1. customThe mixture was partitioned between saturated ammonium chloride solution and chloroform
  2. dry with materialthe organic layer was dried over sodium sulfate
  3. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-a0d41684a1054f0a8f16bf19db0fab08
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09108957B2

反応ノート

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