Chloroform → trans-2-Benzamido-cyclohexanol

HRID 654141Notes

Reaction equation

HRID 654141 reaction equation
[NH2:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[OH:8].C(Cl)(Cl)Cl.C(=O)(O)[O-].[Na+].[C:18](Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>O>[C:18]([NH:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[OH:8])(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 6212ChloroformHCID 7412Benzoyl chlorideHCID 516892Sodium BicarbonateHCID 735777(1R,2R)-2-Aminocyclohexanol

Product 1

HCID 11020385trans-2-Benzamido-cyclohexanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(±)-trans-2-Aminocyclohexanol (241 gm) was combined with chloroform (2000 ml), water (2000 ml) and sodium bicarbonate (352 gm) and stirred. Benzoyl chloride (352 gm) was added dropwise to the stirred solution and stirring was continued for 1 hr. The product was filtered and washed with water. The white solid was dried at 80° C. to provide the product (mp 172°-173° C.).

Workup

  1. stirringstirring
  2. filtrationThe product was filtered
  3. washwashed with water
  4. customThe white solid was dried at 80° C.

Sources & evidence

ORD record
ord-1e65e57980244259877bef49e9219abb
Source dataset
uspto-grants-1992_07
Patent number
US05130330

Reaction notes

Loading…