N-((1-Benzylpyrrolidin-3-yl)methyl)cyclopropanamine → N-(Pyrrolidin-3-ylmethyl)cyclopropanamine
Reaction equation
C1(C[N:8]2[CH2:12][CH2:11][CH:10]([CH2:13][NH:14][CH:15]3[CH2:17][CH2:16]3)[CH2:9]2)C=CC=CC=1.[H][H]>[Pd].CO>[CH:15]1([NH:14][CH2:13][CH:10]2[CH2:11][CH2:12][NH:8][CH2:9]2)[CH2:17][CH2:16]1Participants
5
Procedure
A mixture of 13.6 g (59.0 mmol) of 1-(phenylmethyl)-N-cyclopropyl-3-pyrrolidinemethanamine, 0.5 g of 20% palladium on carbon and 140 ml of methanol was shaken in an atmosphere of hydrogen at about 4.5×105Pa and room temperature for 24 hours. The catalyst was removed by filtering through Celite, the filtrate concentrated and distilled in vacuo to give 6.3 g of N-cyclopropyl-3-pyrrolidinemethanamine, bp 88°-90°/13 mm.
Workup
- customThe catalyst was removed
- filtrationby filtering through Celite
- concentrationthe filtrate concentrated
- distillationdistilled in vacuo
Sources & evidence
- ORD record
- ord-8d9a210dcd7949d7bbf660b9f686f434
- Source dataset
- uspto-grants-1988_09
- Patent number
- US04771054
Reaction notes
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