Benzhydrylamine → HCID 18425456, 화합물

HRID 1280555노트

반응식

HRID 1280555 반응식
[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

참가 물질

7

반응물 3

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

생성물 1

HCID 18425456HCID 18425456, 화합물수율 18.2%

시약·촉매·용매 3

HCID 11026Titanium isopropoxide촉매HCID 6344Dichloromethane용매3회HCID 57417360Sodium chloride; water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c5f12105c2d34d2d893ca3d05135904c
출처 데이터셋
uspto-grants-2002_09
특허 번호
US06451804B1

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