Trichloroacetyl chloride → 2-(Trichloroacetyl)pyrrole

HRID 1127

Reaction equation

HRID 1127 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

45 g (247 mmol) of trichloroacetyl chloride and 100 ml of ethyl ether were introduced into a three-necked flask. A solution of 15.4 g (230 mmol) of pyrrole in 100 ml of ethyl ether was added dropwise and the mixture was stirred at room temperature for one hour, then a solution of 20 g of potassium carbonate in 60 ml of water was added slowly. The organic phase was decanted off, dried over magnesium sulfate, evaporated, the residue triturated in hexane and filtered. 42.7 g (87%) of the expected compound of melting point 78°-79° C. were recovered.

Workup

  1. customThe organic phase was decanted off
  2. dry with materialdried over magnesium sulfate
  3. customevaporated
  4. customthe residue triturated in hexane
  5. filtrationfiltered
  6. custom42.7 g (87%) of the expected compound of melting point 78°-79° C. were recovered

Sources & evidence

ORD record
ord-1c0764d0c4c24228988989f273084ebb
Source dataset
uspto-grants-1998_03
Patent number
US05723499

Linked notes

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