1-Butanol → Benzenepropanoic acid, phenyl ester
Reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:8]([OH:12])[CH2:9][CH2:10][CH3:11]>>[C:11]1([CH2:10][CH2:9][C:8]([O:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:12])[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1Participants
3
Procedure
When 1-butanol is replaced by equimolar amounts of phenol in the first reaction in this example, phenyl 3-phenylpropionate is obtained in a 93% yield if the reaction is performed in the presence of pTSA and in a 39% yield if the reaction is carried out in the absence of pTSA. M. p. of phenyl 3-phenylpropionate after distillation at reduced pressure and recrystallization from light petroleum: 15°-16° C. (lit. (13), 16°-17° C.).
Sources & evidence
- ORD record
- ord-cc6ede834a2c48af88ca9b03e017e833
- Source dataset
- uspto-grants-1979_12
- Patent number
- US04180504
Reaction notes
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