tert-Butanol → Benzenepropanoic acid, 1,1-dimethylethyl ester

HRID 1039796Notes

Reaction equation

HRID 1039796 reaction equation
[C:1]1([CH2:7][CH2:8][C:9](OC)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:13]([OH:17])([CH3:16])([CH3:15])[CH3:14].C(OC(C)C)(C)C>[Zn]>[C:1]1([CH2:7][CH2:8][C:9]([O:17][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 6386tert-ButanolHCID 7643Methyl 3-phenylpropionateHCID 7914Diisopropyl Ether

Product 1

HCID 10878309Benzenepropanoic acid, 1,1-dimethylethyl ester

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

Under a nitrogen atmosphere, a mixture of methyl 3-phenylpropionate (3.0 mmol), t-butanol (3.6 mmol), the zinc cluster obtained in the above-described Example 5 (0.0375 mmol), and diisopropyl ether (5.0 ml) was refluxed for 18 hours. As a result, t-butyl 3-phenylpropionate was obtained quantitatively.

Workup

  1. temperaturewas refluxed for 18 hours

Sources & evidence

ORD record
ord-92cfc2bc044346c48686b72ca2a7673b
Source dataset
uspto-grants-2013_10
Patent number
US08552204B2

Reaction notes

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