Methyl 3-phenylpropionate → Benzenepropanoic acid, cyclohexyl ester

HRID 1039795Notes

Reaction equation

HRID 1039795 reaction equation
[C:1]1([CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:13]1(O)[CH2:18][CH2:17]C[CH2:15][CH2:14]1.C1(N)CCCCC1.C(OC(C)C)(C)C>[Zn]>[C:1]1([CH2:7][CH2:8][C:9]([O:11][CH:12]2[CH2:17][CH2:18][CH2:13][CH2:14][CH2:15]2)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 7643Methyl 3-phenylpropionateHCID 7914Diisopropyl EtherHCID 7965CyclohexylamineHCID 7966Cyclohexanol

Product 1

HCID 591487Benzenepropanoic acid, cyclohexyl ester

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

Under a nitrogen atmosphere, a mixture of methyl 3-phenylpropionate (3.0 mmol), cyclohexanol (3.6 mmol), cyclohexylamine (3.6 mmol), the zinc cluster obtained in the above-described Example 1 (0.0375 mmol), and diisopropyl ether (5.0 ml) was refluxed for 18 hours. As a result, an ester product, cyclohexyl 3-phenylpropionate, was obtained quantitatively. No formation of an amide product was observed.

Workup

  1. temperaturewas refluxed for 18 hours

Sources & evidence

ORD record
ord-9b3b5809b1404c1191ff817affe6a85a
Source dataset
uspto-grants-2013_10
Patent number
US08552204B2

Reaction notes

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