Cyclohexene → Diethyl 2-hydroxyethoxymethanephosphonate
Reaction equation
C([O:8][CH2:9][CH2:10][O:11][CH2:12][P:13](=[O:20])([O:17][CH2:18][CH3:19])[O:14][CH2:15][CH3:16])C1C=CC=CC=1.C1CCCCC=1>[Pd].C(O)C>[OH:8][CH2:9][CH2:10][O:11][CH2:12][P:13](=[O:20])([O:14][CH2:15][CH3:16])[O:17][CH2:18][CH3:19]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Palladium on carbon (10%, 100 mg) was added to a solution of diethyl 2-(benzyloxy)ethoxymethylphosphonate prepared in this manner (0.9 g,2.8 mmol) and cyclohexene (2.0 ml, 20 mmol) in 20 ml ethanol under a nitrogen atmosphere. The resulting slurry was heated to reflux overnight. The catalyst was filtered off and the solution concentrated under vacuum to yield 0.5 g of diethyl 2-hydroxyethoxymethylphosphonate.
Workup
- temperatureThe resulting slurry was heated
- temperatureto reflux overnight
- filtrationThe catalyst was filtered off
- concentrationthe solution concentrated under vacuum
Sources & evidence
- ORD record
- ord-31e926da4aed4c2fabc7b790fa327fa8
- Source dataset
- uspto-grants-1991_01
- Patent number
- US04981648
Reaction notes
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