Benzhydrylamine → HCID 18425456, Verbindung

HRID 1280555Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1280555
[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

Komponenten

7

Edukt 3

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

Produkt 1

HCID 18425456HCID 18425456, VerbindungAusbeute 18,2 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 11026Titanium isopropoxideKatalysatorHCID 6344DichloromethaneLösungsmittel3×HCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-c5f12105c2d34d2d893ca3d05135904c
Quelldatensatz
uspto-grants-2002_09
Patentnummer
US06451804B1

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