Chloroform → trans-2-Benzamido-cyclohexanol

HRID 1598787Notes

Reaction equation

HRID 1598787 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-4c9df444ff4f41f995b0fcd92b94bc12
Source dataset
uspto-grants-1998_04
Patent number
US05739158

Reaction notes

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