Benzyl Alcohol → benzyl chlorooxalate
Reaction equation
[C:1](Cl)(=[O:5])[C:2]([Cl:4])=[O:3].[CH2:7]([OH:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>CCOCC>[CH2:7]([O:14][C:1](=[O:5])[C:2]([Cl:4])=[O:3])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Under N2, oxalyl chloride (262 ml) was dissolved in 1 liter anhydrous ether and heated to reflux, at which temperature benzyl alcohol (207 ml) was added over 70 minutes. After refluxing a further 16 hours, ether was stripped and the residue distilled at reduced pressure to yield 372 g (94%) of title product, b.p./0.7 mm 85° C.
Workup
- temperatureheated
- additionwas added over 70 minutes
- temperatureAfter refluxing a further 16 hours
- distillationthe residue distilled at reduced pressure
Sources & evidence
- ORD record
- ord-915caee7b45c42efa7df33f779eb138e
- Source dataset
- uspto-grants-1991_05
- Patent number
- US05013729
Reaction notes
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