Hydroquinone → Ethyl 3-isobutyl-2-piperidin-1-ylcyclobutanecarboxylate
Reaction equation
[CH3:1][CH:2]([CH3:12])[CH2:3][CH:4]=[CH:5][N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[C:13]([O:17][CH2:18][CH3:19])(=[O:16])[CH:14]=[CH2:15].C1(C=CC(O)=CC=1)O>C(#N)C>[CH2:3]([CH:4]1[CH2:15][CH:14]([C:13]([O:17][CH2:18][CH3:19])=[O:16])[CH:5]1[N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[CH:2]([CH3:12])[CH3:1]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 95 °C
Procedure
1-(4-Methyl-1-pentenyl)piperidine (844 g) and acetonitrile (70 mL) were mixed. The ethyl acrylate (443 mL) and hydroquinone (447 mg) were added to the mixture. The resulting mixture was stirred at 95° C. overnight. The reaction mixture was concentrated in vacuo to give the title compound (994.08 g) as a crude product.
Workup
- concentrationThe reaction mixture was concentrated in vacuo
Sources & evidence
- ORD record
- ord-5f2b1b1c37084f429c24b4bafa910bcc
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08604069B2
Reaction notes
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