Pyridine → Trichlorourethan

HRID 599258Notes

Reaction equation

HRID 599258 reaction equation
[N:1]1C=CC=CC=1.[C:7](Cl)([O:9][CH2:10][C:11]([Cl:14])([Cl:13])[Cl:12])=[O:8]>C(Cl)Cl>[C:7](=[O:8])([O:9][CH2:10][C:11]([Cl:14])([Cl:13])[Cl:12])[NH2:1]

Participants

4

Reactant 2

HCID 1049PyridineHCID 870632,2,2-Trichloroethyl chloroformate

Product 1

HCID 7883Trichlorourethan

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of amine (2 mmol, 1.00 eq) and pyridine (4 mmol, 2.00 eq) in CH2Cl2 (18 ml) at RT was added Troc-Cl (1.87 mmol, 1.05 eq). After 4 hours the reaction was washed with 3M HCl (1×), satd. NaHCO3 (1×), dried (Na2SO4), filtered and evaporated to afford the target 2,2,2-trichloroethyl carbamate. The material was used as is in the next reaction.

Workup

  1. washAfter 4 hours the reaction was washed with 3M HCl (1×)
  2. dry with materialNaHCO3 (1×), dried (Na2SO4)
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-edb604b468274b17847023b14d297699
Source dataset
uspto-grants-2011_03
Patent number
US07897762B2

Reaction notes

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