Benzhydrylamine → HCID 18425456、化合物

HRID 1280555ノート

反応式

HRID 1280555 の反応式
[CH3:1][C:2]1([CH3:7])[O:4][CH:3]1[CH2:5][OH:6].[NH2:8][CH:9]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[OH-].[Na+]>ClCCl.[Cl-].[Na+].O.CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-]>[CH:9]([NH:8][C:2]([CH3:7])([CH3:1])[CH:3]([OH:4])[CH2:5][OH:6])([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

7

反応物 3

HCID 7036BenzhydrylamineHCID 14798Sodium HydroxideHCID 167724(3,3-Dimethyloxiran-2-yl)methanol

生成物 1

HCID 18425456HCID 18425456、化合物収率 18.2%

試薬・触媒・溶媒 3

HCID 11026Titanium isopropoxide触媒HCID 6344Dichloromethane溶媒3 回HCID 57417360Sodium chloride; water溶媒

実験手順

A solution of (3,3-dimethyloxiranyl)methanol (10 g, 98 mmol) in dichloromethane (735 mL) was combined with a solution of titanium isopropoxide (50mL, 169.4mmol) in dichloromethane (100 mL) and a solution of aminodiphenyl-methane (40.6 mL, 235 mmol) in dichloromethane (100 mL), and the reaction mixture was stirred at room temperature for 48 hours. A solution of 10% sodium hydroxide in brine was added and the suspension stirred for an additional 12 hours, filtered and washed with 0.2M hydrochloric acid. The layers were separated, and the organic layer was dried over magnesium sulfate, filtered, concentrated. The residue was purified by column chromatography using 4:1 hexane/ethyl acetate as eluant to give 5.1 g of 3-(benzhydryl-amino)-3-methylbutane-1,2-diol.

後処理

  1. filtrationfiltered
  2. washwashed with 0.2M hydrochloric acid
  3. customThe layers were separated
  4. dry with materialthe organic layer was dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-c5f12105c2d34d2d893ca3d05135904c
出典データセット
uspto-grants-2002_09
特許番号
US06451804B1

反応ノート

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