Benzyl 2-(3-hydroxyprop-1-en-1-yl)pyrrolidine-1-carboxylate → 3-(Pyrrolidin-2-yl)propan-1-ol
Reaction equation
C(OC([N:11]1[CH2:15][CH2:14][CH2:13][CH:12]1[CH:16]=[CH:17][CH2:18][OH:19])=O)C1C=CC=CC=1>C(O)C.[C].[Pd]>[NH:11]1[CH2:15][CH2:14][CH2:13][CH:12]1[CH2:16][CH2:17][CH2:18][OH:19]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 35 °C
Procedure
0.73 g of (±)-3-(N-benzyloxycarbonylpyrrolidin-2-yl)-2-propen-1-ol was dissolved in 7 ml of ethanol and, after adding 200 mg of 5% palladium-carbon, the mixture was heated to 35° C. and hydrogenated at atmospheric pressure for 8 hours. A catalyst was removed by filtering the reaction solution and the filtrate was concentrated under reduced pressure to obtain 0.34 g of the desired compound as a pale yellow oily substance.
Workup
- customA catalyst was removed
- filtrationby filtering the reaction solution
- concentrationthe filtrate was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-8af87d5966c34a5f94509616bc28025f
- Source dataset
- uspto-grants-2007_04
- Patent number
- US07205302B2
Reaction notes
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