Triethylamine → 2,2,2-Trichloroethyl 4,4-difluorocyclohexylcarbamate

HRID 2093358Notes

Reaction equation

HRID 2093358 reaction equation
Cl.[F:2][C:3]1([F:10])[CH2:8][CH2:7][CH:6]([NH2:9])[CH2:5][CH2:4]1.[C:11](Cl)(=[O:18])[O:12][CH2:13][C:14]([Cl:17])([Cl:16])[Cl:15].C(N(CC)CC)C>ClCCl>[F:2][C:3]1([F:10])[CH2:8][CH2:7][CH:6]([NH:9][C:11](=[O:18])[O:12][CH2:13][C:14]([Cl:17])([Cl:16])[Cl:15])[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 870632,2,2-Trichloroethyl chloroformateHCID 231506694,4-Difluorocyclohexan-1-amine hydrochloride

Product 1

HCID 583592422,2,2-Trichloroethyl 4,4-difluorocyclohexylcarbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4,4-difluorocyclohexylamine hydrochloride (8) is acylated with 2,2,2-trichloroethyl carbonochloridate (9) using an organic base such as triethylamine in an inert solvent such as dichloromethane to give 2,2,2-trichloroethyl 4,4-difluorocyclohexylcarbamate, (7), Step 1.

Sources & evidence

ORD record
ord-56adf19c63d745718996ae4df994d86d
Source dataset
uspto-grants-2013_05
Patent number
US08445493B2

Reaction notes

Loading…