Water → 1-Chloroethyl Cyclohexyl Carbonate

HRID 1181598Notes

Reaction equation

HRID 1181598 reaction equation
[CH:1]1([OH:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.N1C=CC=CC=1.[C:14](Cl)(=[O:19])[O:15][CH:16]([Cl:18])[CH3:17].O>C(Cl)(Cl)Cl>[C:14](=[O:19])([O:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[O:15][CH:16]([Cl:18])[CH3:17]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 7966CyclohexanolHCID 5213051-Chloroethyl chloroformate

Product 1

HCID 112295291-Chloroethyl Cyclohexyl Carbonate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
-78 °C

Procedure

Cyclohexanol (4.58 g) was dissolved in chloroform (75 ml), pyridine (3.63 g) was added, and the mixture was cooled to −78° C. 1-Chloroethyl chlorocarbonate (5.0 ml) was added. The reaction mixture was gradually returned to room temperature and stirred for one day. Water was added to the reaction mixture to separate the organic layer. The organic layer was washed successively with water and brine, dried over sodium sulfate, and concentrated under reduced pressure to give the title compound (8.85 g).

Workup

  1. customwas gradually returned to room temperature
  2. customto separate the organic layer
  3. washThe organic layer was washed successively with water and brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ca4db84a1ad24c15b5e311f9fec6e374
Source dataset
uspto-grants-2007_10
Patent number
US07285572B2

Reaction notes

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