Hydrochloric Acid → HCID 23317901, compound
Reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][P:11]([O-:15])[O:12][CH2:13][CH3:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.C[Si](Cl)(C)C.[CH:28](=[O:32])/[CH:29]=[CH:30]/[CH3:31].Cl>C(Cl)(Cl)Cl>[CH2:13]([O:12][P:11]([CH2:10][CH2:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)([CH:30]([CH3:31])[CH2:29][CH:28]=[O:32])=[O:15])[CH3:14]Participants
7
Procedure
To a solution of 4-phenylbutyl phosphonous acid, ethyl ester (0.5 g, 0.0022 mole) in chloroform (15 ml) was added triethylamine (0.34 ml, 0.0024 mole), trimethyl silylchloride (0.30 ml, 0.0024 mole) and crotonaldehyde (0.20 ml, 0.0024 mole). The reaction mixture was stirred at reflux temperature for 18 hours; the mixture was poured into crushed ice (15 gm) containing 10 ml 5% HCl acid. It was shaken in a separatory funnel; a chloroform layer was evaporated, and the aqueous layer extracted once with 20 ml chloroform. The combined organic phase was washed with water, dried over anhydrous sodium sulphate and the organic solvent removed on a rotavap to produce the title compound as a yellow oil (0.60 g).
Workup
- temperatureat reflux temperature for 18 hours
- additionthe mixture was poured
- stirringIt was shaken in a separatory funnel
- customa chloroform layer was evaporated
- extractionthe aqueous layer extracted once with 20 ml chloroform
- washThe combined organic phase was washed with water
- dry with materialdried over anhydrous sodium sulphate
- customthe organic solvent removed on a rotavap
Sources & evidence
- ORD record
- ord-33639d3156bf4c0ba4e9dd1ec70d5b78
- Source dataset
- uspto-grants-1986_06
- Patent number
- US04594199
Reaction notes
Loading…