Pyridine → 1-Chloroethyl Cyclohexyl Carbonate

HRID 2212451Notes

Reaction equation

HRID 2212451 reaction equation
[CH:1]1([OH:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.N1C=CC=CC=1.Cl[C:15]([O:17][CH:18]([Cl:20])[CH3:19])=[O:16]>ClCCl>[C:15](=[O:16])([O:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[O:17][CH:18]([Cl:20])[CH3:19]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7966CyclohexanolHCID 5213051-Chloroethyl chloroformate

Product 1

HCID 112295291-Chloroethyl Cyclohexyl Carbonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of cyclohexanol (10.9 g, 10.9 mmol), pyridine (8.62 g, 10.9 mmol) in dichloromethane was added 1-chloroethyl chloroformate (15.59, 10.9 mmol) at ° C. The resulting mixture was stirred at room temperature for 60 min. The mixture was partitioned between hexane and 10% citric acid. The organic phase was separated and dried over MgSO4. Removal of the solvent gave the title compound, which was used in the next reaction without further purification.

Workup

  1. customThe mixture was partitioned between hexane and 10% citric acid
  2. customThe organic phase was separated
  3. dry with materialdried over MgSO4
  4. customRemoval of the solvent

Sources & evidence

ORD record
ord-294df4898d044f9e9c2b9bdffeddc13e
Source dataset
uspto-grants-2006_09
Patent number
US07101912B2

Reaction notes

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