Hydroquinone → Ethyl 3-(2-ethylbutyl)-2-piperidin-1-ylcyclobutanecarboxylate
Reaction equation
[CH2:1]([CH:3]([CH2:13][CH3:14])[CH2:4][CH:5]=[CH:6][N:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)[CH3:2].[C:15]([O:19][CH2:20][CH3:21])(=[O:18])[CH:16]=[CH2:17].C1(C=CC(O)=CC=1)O>C(#N)C>[CH2:13]([CH:3]([CH2:1][CH3:2])[CH2:4][CH:5]1[CH2:17][CH:16]([C:15]([O:19][CH2:20][CH3:21])=[O:18])[CH:6]1[N:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)[CH3:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
1-(4-Ethyl-1-hexenyl)piperidine (98.1 g) and acetonitrile (70 mL) were mixed. To the mixture were added ethyl acrylate (53.0 mL) and hydroquinone (271 mg). The mixture was stirred at 100° C. overnight. The reaction mixture was concentrated in vacuo to give the title compound (132 g) as a crude product.
Workup
- concentrationThe reaction mixture was concentrated in vacuo
Sources & evidence
- ORD record
- ord-25fb591a9cb744e1852c6ef39919250a
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08604069B2
Reaction notes
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