Trichloroacetyl chloride → 2-(Trichloroacetyl)pyrrole

HRID 241710Notes

Reaction equation

HRID 241710 reaction equation
[Cl:1][C:2]([Cl:7])([Cl:6])[C:3](Cl)=[O:4].[NH:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1.C(=O)([O-])[O-].[K+].[K+]>C(OCC)C.O>[Cl:1][C:2]([Cl:7])([Cl:6])[C:3]([C:9]1[NH:8][CH:12]=[CH:11][CH:10]=1)=[O:4]

Participants

6

Reactant 3

HCID 6420Trichloroacetyl chlorideHCID 8027PyrroleHCID 11430Potassium Carbonate

Product 1

HCID 3214872-(Trichloroacetyl)pyrrole

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of trichloroacetyl chloride (160.7 mmoles) in ethyl ether (26 ml) there is added, dropwise over a period of 3 hours, a solution of pyrrole (149 mmoles) in ethyl ether (83 ml). After stirring for a further hour, a solution of potassium carbonate (94 mmoles) in water (39 ml) is added dropwise. The phases are separated and the organic phase is dried over sodium sulphate and filtered. Active carbon is added to this organic phase. After stirring for 5 minutes, the organic phase is filtered and evaporated to dryness to yield the title product.

Workup

  1. customThe phases are separated
  2. dry with materialthe organic phase is dried over sodium sulphate
  3. filtrationfiltered
  4. additionActive carbon is added to this organic phase
  5. stirringAfter stirring for 5 minutes
  6. filtrationthe organic phase is filtered
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-f6669ff6b5cc4f0f9fa81f8d0966424e
Source dataset
uspto-grants-2014_02
Patent number
US08653073B2

Reaction notes

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