Phenyl benzoate → Potassium Benzoate

HRID 3943

Reaction equation

HRID 3943 reaction equation
[C:1]([O:9]C1C=CC=CC=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[Si](C)(C)[O-].[K+:21]>O1CCCC1>[C:1]([O-:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[K+:21]

Participants

4

Reactant 2

HCID 7169Phenyl benzoateHCID 23668039Potassium trimethylsilanolate

Product 1

HCID 23661960Potassium BenzoateYield 74%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The procedure of Example 1 was followed using phenyl benzoate (3.96 g, 20 mmol), potassium trimethylsilanolate (2.56 g, 20 mmol), dry tetrahydrofuran (50 mL), and a 5 h reaction time. Potassium benzoate (2.37 g, 74% yield) was isolated as a white solid: 1H NMR (D2O, DSS, 80 MHz) δ 7.4-8.0 (m, Ar--H's, 5H). Anal. Calcd. for C7H5KO2 : C, 52.48; H, 3.15; K, 24.41, Found: C, 50.28, 50.15, 52.45; H, 3.28, 3.36, 3.24; K, 24.80.

Workup

  1. customa 5 h reaction time

Sources & evidence

ORD record
ord-246351cf446448bb94fc9b6d5752a45c
Source dataset
uspto-grants-1988_02
Patent number
US04723016

Linked notes

Loading…