Pyrrolidine → 4-Chloro-1-(pyrrolidin-1-yl)butan-1-one
Reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:6][CH2:7][CH2:8][CH2:9][C:10](Cl)=[O:11]>O>[Cl:6][CH2:7][CH2:8][CH2:9][C:10]([N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred and cooled (ice bath) solution of 71.12 parts of pyrrolidine in 210 parts of petroleumether were added dropwise 70.5 parts of 4-chlorobutanoyl chloride at a temperature below 15° C. Upon completion, stirring was continued overnight at room temperature. Water was added. The product was extracted with dichloromethane. The extract was separated, dried, filtered and evaporated. The residue was distilled at 266 Pa bp. 137° C., yielding 45 parts (51%) of 1-(4-chloro-1-oxobutyl)pyrrolidine (int. 1).
Workup
- stirringUpon completion, stirring
- extractionThe product was extracted with dichloromethane
- customThe extract was separated
- customdried
- filtrationfiltered
- customevaporated
- distillationThe residue was distilled at 266 Pa bp. 137° C.
Sources & evidence
- ORD record
- ord-6fbefa2758264ec99994ef8fda1b46ac
- Source dataset
- uspto-grants-1990_12
- Patent number
- US04975439
Reaction notes
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