Water → HCID 10856611, compound

HRID 1721502Notes

Reaction equation

[C@@H:1]1([NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[NH2:7].[OH2:9].CC[O:12]CC>>[C@@H:1]1([NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[NH2:7].[CH3:1][C@@H:2]([OH:12])[C@H:3]([OH:9])[CH3:4]

Participants

Reactant 3

HCID 962Water

HCID 3283Diethyl Ether

HCID 438061,2-Diaminocyclohexane, trans-

Product 1

HCID 10856611HCID 10856611, compound

Procedure

1.28 g (11.2 mmol) of (1R,2R)-(-)-1,2-cyclohexanediamine of α!D20 =-36.7° (c 4.1, H2O) and 1.00 g (11.1 mmol) of dl-threo-2,3-butanediol were added to 2 ml of ether 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 2 ml of ether twice to obtain 1.00 g of (1R,2R)-(-)-1,2-cyclohexanediamine·(2R,3R)-(-)-2,3-butanediol. Physical properties of the product are as follows.

Workup

dissolutionheated/dissolved
filtrationAfterward, the precipitated crystals were collected by filtration
customrecrystallized from 2 ml of ether twice

Sources & evidence

ORD record: ord-37c702f3ecf448ea9f64e850658d2864
Source dataset: uspto-grants-1996_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05510520

Reaction notes

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