Trichloroacetyl chloride → 2-(Trichloroacetyl)pyrrole

HRID 2122052Notes

Reaction equation

HRID 2122052 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[Cl:6][C:7]([Cl:12])([Cl:11])[C:8](Cl)=[O:9]>CCOCC>[Cl:6][C:7]([Cl:12])([Cl:11])[C:8]([C:2]1[NH:1][CH:5]=[CH:4][CH:3]=1)=[O:9]

Participants

4

Reactant 2

HCID 6420Trichloroacetyl chlorideHCID 8027Pyrrole

Product 1

HCID 3214872-(Trichloroacetyl)pyrroleYield 85%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The strategy for the synthesis of polymer 8 is outlined in SCHEME 1. Pyrrole was treated with trichloroacetyl chloride in ether to give compound 1 in 85% yield. The methyl ester of this compound (2) was formed by reacting compound 1 with sodium methoxide in refluxing methanol, achieving yields of 71%.

Sources & evidence

ORD record
ord-0a403ec93f7f44e9a43fc3870ceaff62
Source dataset
uspto-grants-2004_02
Patent number
US06696575B2

Reaction notes

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