Methyl 4-chlorobenzoate → Potassium 4-chlorobenzoate
Reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=[O:7])=[CH:4][CH:3]=1.C[Si](C)(C)[O-].[K+:17]>CCOCC>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O-:8])=[O:7])=[CH:4][CH:3]=1.[K+:17]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The procedure of Example 1 was followed using methyl 4-chlorobenzoate (13.65 g, 80 mmol), potassium trimethylsilanolate (10.26 g, 80 mmol), dry ether (500 mL) and a 4 h reaction time. Potassium 4-chlorobenzoate (13.1 g, 84% yield) was isolated as a white solid: 1H NMR (D2O, DSS, 80 MHz) δ 7.68 ppm (ABq, Δν1-3 =29 Hz, J=8.5 Hz, Ar--H's, 4H). Anal. Calcd. for C7H4ClKO2 : C, 43.19; H, 2.07. Found: C, 43.27; H, 2.33.
Workup
- customa 4 h reaction time
Sources & evidence
- ORD record
- ord-ee16a2a12b5a4c94a18c4647c3615c25
- Source dataset
- uspto-grants-1988_02
- Patent number
- US04723016
Reaction notes
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