Water → HCID 67781325, compound

HRID 1608716Notes

Reaction equation

HRID 1608716 reaction equation
[C@@H:1]1([NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[NH2:7].O.[C@@H:10]1([OH:17])[CH2:15][CH2:14][CH2:13][CH2:12][C@H:11]1[OH:16]>C1(C)C=CC=CC=1>[C@@H:1]1([NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[NH2:7].[C@@H:10]1([OH:17])[CH2:15][CH2:14][CH2:13][CH2:12][C@H:11]1[OH:16]

Participants

5

Reactant 3

HCID 962WaterHCID 438061,2-Diaminocyclohexane, trans-HCID 92886trans-1,2-Cyclohexanediol

Product 1

HCID 67781325HCID 67781325, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.00 g (8.76 mmol) of (1R,2R)-(-)-1,2-cyclohexanediamine of [α]D20 =-36.7° (c 4.14, H2O) and 1.02 g (8.78 mmol) of dl-trans-1,2-cyclohexanediol were added to 3 ml of toluene and then heated/dissolved therein, and the solution was cooled to room temperature. Afterward, the precipitated crystals were collected by filtration and then recrystallized from 3 ml of toluene twice to obtain 0,485 g of (1R,2R)-(-)-1,2-cyclohexanediamine-(1R,2R)-(-)-1,2-cyclohexanediol. Physical properties of the product are as follows.

Workup

  1. dissolutionheated/dissolved
  2. filtrationAfterward, the precipitated crystals were collected by filtration
  3. customrecrystallized from 3 ml of toluene twice

Sources & evidence

ORD record
ord-fd1e39a14de7419e94871bc31234ff42
Source dataset
uspto-grants-1995_03
Patent number
US05395962

Reaction notes

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