Hydrochloric Acid → 4-[(3-Phenylprop-2-en-1-yl)oxy]piperidine
Reaction equation
[C:1]1([CH:7]=[CH:8][CH2:9][O:10][CH:11]2[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[OH-].[Na+]>C(O)C>[C:1]1([CH:7]=[CH:8][CH2:9][O:10][CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1Participants
5
Conditions
- Temperature
- 60 °C
Procedure
Tert-butyl 4-(3-phenyl-2-propenyloxy)-piperidine-1-carboxylate (0.314 g, 0.989 mmol) prepared in Reference Example 110 was dissolved in ethanol (10 ml), to which 6N hydrochloric acid aqueous solution (3 ml, 18 mmol) was added, and the mixture was stirred at 60° C. for 1 hour. The reaction mixture was neutralized with sodium hydroxide aqueous solution, and the mixture was extracted with methylene chloride. The extract was washed with brine, dried over sodium sulfate, and then filtered. The filtrate was concentrated under reduced pressure, and the residue was dried in vacuo to afford 4-(3-phenyl-2-propenyloxy)piperidine (0.198 g, yield 92%) as a yellow oil.
Workup
- additionwas added
- extractionthe mixture was extracted with methylene chloride
- washThe extract was washed with brine
- dry with materialdried over sodium sulfate
- filtrationfiltered
- concentrationThe filtrate was concentrated under reduced pressure
- customthe residue was dried in vacuo
Sources & evidence
- ORD record
- ord-4d88193233844b67b3496607afd68d08
- Source dataset
- uspto-grants-2007_08
- Patent number
- US07262212B2
Reaction notes
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