Pyrrole → 2-(5-chloropentanoyl)-1H-pyrrole
Reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10](Cl)=[O:11].[NH:13]1[CH:17]=[CH:16][CH:15]=[CH:14]1>ClCCCl>[Cl:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([C:14]1[NH:13][CH:17]=[CH:16][CH:15]=1)=[O:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 26.7 g (0.200 mol) of aluminium chloride and 31 g (0.200 mol) of 5-chlorovaleryl chloride in 200 ml of 1,2-dichloroethane is added slowly to a solution of 13.4 g (0.200 mol) of pyrrole in 250 ml of 1,2-dichloroethane. The reaction medium is stirred for 2 h at room temperature and is poured onto ice-cold hydrochloric acid. After extraction with methylene chloride, a red-brown oil is obtained.
Workup
- additionis poured onto ice-cold hydrochloric acid
- extractionAfter extraction with methylene chloride
- customa red-brown oil is obtained
Sources & evidence
- ORD record
- ord-7ae910d74cad4b3badd23967fdaf577c
- Source dataset
- uspto-grants-2000_12
- Patent number
- US06166035
Reaction notes
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