Water → (1R,2E)-2-hydroxyimino-1,2-diphenylethanol;trans-(1R,2R)-cyclohexane-1,2-diamine

HRID 1721505

Reaktionsgleichung

Reaktionsgleichung von HRID 1721505
[C@@H:1]1([NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[NH2:7].O.[OH:10][CH:11]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:12](=[N:19][OH:20])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C1C=CC=CC=1>[C@@H:1]1([NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[NH2:7].[OH:10][C@H:11]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)/[C:12](=[N:19]/[OH:20])/[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 9924(+-)-Benzoin oximeHCID 438061,2-Diaminocyclohexane, trans-

Produkt 1

HCID 88417869(1R,2E)-2-hydroxyimino-1,2-diphenylethanol;trans-(1R,2R)-cyclohexane-1,2-diamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

2.00 g (17.5 mmol) of (1R,2R)-(-)-1,2-cyclohexanediamine of α!D20 =-36.7° (c 4.14, H2O) and 4.00 g (17.6 mmol) of dl-1-hydroxy-2-hydroxyimino-1,2-diphenylethane were added to 10 ml of benzene and then heated and stirred, and the solution was cooled to room temperature. Afterward, the precipitated crystals were collected by filtration and then recrystallized from 30 ml of benzene twice to obtain 2.30 g of (1R,2R)-(-)-1,2-cyclohexanediamine·(R)-(-)-(E)-1-hydroxy-2-hydroxyimino-1,2-diphenylethane. Physical properties of the product are as follows.

Aufarbeitung

  1. temperatureheated
  2. filtrationAfterward, the precipitated crystals were collected by filtration
  3. customrecrystallized from 30 ml of benzene twice

Quellen und Nachweise

ORD-Eintrag
ord-7ddafd4ef86d43d394d657817c8bf3e6
Quelldatensatz
uspto-grants-1996_04
Patentnummer
US05510520

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