Benzoyl chloride → 2-Chloroethylbenzoate
Reaction equation
[C:1](=[O:8])(OC)[O:2][CH2:3][CH2:4][Cl:5].C(Cl)(=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>[Br-].C([P+](CCCC)(CCCC)CCCC)CCC>[C:1]([O:2][CH2:3][CH2:4][Cl:5])(=[O:8])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 150 °C
Procedure
A mixture of 6.93 g (0.05 mole) of 2-chloroethyl methyl carbonate, 7.03 g (0.05 mole) of benzoyl chloride and 0.85 g (0.0025 mole) of tetra-n-butylphosphonium bromide was heated to 150° C. After 3 hours, gas evolution had ceased and distillation gave 5.44 g (59 percent yield) of 2-chloroethyl benzoate at b.p. 81° C.-82° C./0.4 mm Hg.
Workup
- distillationdistillation
Sources & evidence
- ORD record
- ord-1e8f3f5467cc4c8d83a5e28268ebfcf8
- Source dataset
- uspto-grants-1986_09
- Patent number
- US04612386
Reaction notes
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