Triethyl phosphite → (4-Bromophenyl)methyl diethyl phosphite
Reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[P:10]([O:17]CC)([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13]>>[CH2:12]([O:11][P:10]([O:14][CH2:15][CH3:16])[O:17][CH2:6][C:5]1[CH:8]=[CH:9][C:2]([Br:1])=[CH:3][CH:4]=1)[CH3:13]Participants
3
Conditions
- Temperature
- 140 °C
Procedure
A reaction vessel was loaded with 4-bromobenzyl bromide and 1 equivalent of triethyl phosphite. The content of the chamber was heated to 140° C. for 6 hours with stirring. Excess triethyl phosphite was removed from the mixture by vacuum distillation to yield phosphorous acid-4-bromobenzyl diethylester. One equivalent of cyclohexanone and 1.2 equivalent of sodium hydride in a mixed solvent of toluene-dimethylsulfoxide were reacted with the phosphorous acid-4-bromobenzyl diethyl ester whith heating moderately.
Workup
- customExcess triethyl phosphite was removed from the mixture by vacuum distillation
Sources & evidence
- ORD record
- ord-d994fe4a030f4e5b9ab10c37e788a7e9
- Source dataset
- uspto-grants-2004_06
- Patent number
- US06746784B2
Reaction notes
Loading…