Hexane → (E)-ethyl 3-cyclopentylacrylate
Reaction equation
C(P([CH2:8][C:9]([O-:11])=[O:10])(CC)CC)C.[CH3:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].[H-].[Na+].[CH:20]1(C=O)CCC[CH2:21]1>C1COCC1>[CH2:20]([O:11][C:9](=[O:10])/[CH:8]=[CH:12]/[CH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1)[CH3:21]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
Following the method of example 54a, reaction of triethylphosphinoacetate (196 g, 870 mmol) with hexane-washed sodium hydride (60% in mineral oil, 35 g, 870 mmol) in THF (1200 ml) and cyclopentanecarbaldehyde (86 g, 870 mmol) in THF (300 ml) gives the title product as an oil (59.1 g). MS (m/e): 169.1 (M+H).
Sources & evidence
- ORD record
- ord-0e2300ffdb7a4af29add24656ea50933
- Source dataset
- uspto-grants-2009_08
- Patent number
- US07576108B2
Reaction notes
Loading…