1-(2-Hydroxyphenyl)-2-phenyl-1,2-ethanedione → Benzil
Reaction equation
O[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:11])=[O:9]>N1C=CC=CC=1>[C:12]1([C:10]([C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=2)=[O:9])=[O:11])[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
10 gm of commercially available monofunctional hydroxyl terminated polypropylene oxide having Mn of 5000 was dissolved in 25 ml of 20% phosgene in toluene. The mixture was heated to 60° C. for 2 hours and then the phosgene and toluene were removed by a stream of nitrogen. The resulting chloroformate end-capped oligomer was dissolved in 50 ml of methylene chloride. To this mixture was added 0.43 g (0.0019 mole) of hydroxy benzil and 5 g of pyridine at 0° C. to form a benzil end cap polypropylene oxide having Mn of about 5000. The product was isolated by an aqueous workup and the methylene chloride was removed under reduced pressure to give 8.2 g of product.
Workup
- custom10 gm of commercially available monofunctional hydroxyl terminated polypropylene oxide
- dissolutionwas dissolved in 25 ml of 20% phosgene in toluene
- customthe phosgene and toluene were removed by a stream of nitrogen
- dissolutionThe resulting chloroformate end-capped oligomer was dissolved in 50 ml of methylene chloride
Sources & evidence
- ORD record
- ord-79b8bb0b4dd84bdc94bce2004a22cfc5
- Source dataset
- uspto-grants-1998_07
- Patent number
- US05776990
Reaction notes
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