Trichloroacetyl chloride → HCID 4445674, compound

HRID 1279533Notes

Reaction equation

HRID 1279533 reaction equation
[CH2:1]([NH2:4])[CH:2]=[CH2:3].C(N(CC)CC)C.[Cl:12][C:13]([Cl:18])([Cl:17])[C:14](Cl)=[O:15]>C(Cl)Cl>[Cl:12][C:13]([Cl:18])([Cl:17])[C:14]([NH:4][CH2:1][CH:2]=[CH2:3])=[O:15]

Participants

5

Reactant 3

HCID 6420Trichloroacetyl chlorideHCID 7853AllylamineHCID 8471Triethylamine

Product 1

HCID 4445674HCID 4445674, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of allylamine (5 g, 88 mmol) and triethylamine (9.6 g, 95 mmol) in CH2Cl2 (200 mL) at −10° C. was added trichloroacetyl chloride (16.7 g, 92 mmol). The resulting solution was allowed to gradually warm to RT and stir for 24 h. The reaction solution was extracted with brine (satd., 100 mL) and dried (Na2SO4) to yield 17 g (96%) of the title compound as a white solid.

Workup

  1. extractionThe reaction solution was extracted with brine (satd., 100 mL)
  2. dry with materialdried (Na2SO4)

Sources & evidence

ORD record
ord-a6f919444b6c45b1a218843a9b8b7a19
Source dataset
uspto-grants-2002_09
Patent number
US06448286B1

Reaction notes

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