Potassium Carbonate → Ethyl 4-ethynylbenzoate

HRID 583701Notes

Reaction equation

HRID 583701 reaction equation
C[Si]([C:5]#[C:6][C:7]1[CH:17]=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][CH:8]=1)(C)C.C([O-])([O-])=O.[K+].[K+]>CCO>[CH2:14]([O:13][C:11](=[O:12])[C:10]1[CH:16]=[CH:17][C:7]([C:6]#[CH:5])=[CH:8][CH:9]=1)[CH3:15]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 10729134Ethyl 4-((trimethylsilyl)ethynyl)benzoate

Product 1

HCID 15540683Ethyl 4-ethynylbenzoate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Silylacetylene 29-1 (9.40 g, 38 mmol) was dissolved in 100 mL EtOH, K2CO3 (0.25 g 1.8 mmol) was added and the mixture was stirred for 16 h, concentrated, and purified by flash chromatography (silica, 5% Et2O/hexane) provided 29-2 as a yellow oil.

Workup

  1. concentrationconcentrated
  2. custompurified by flash chromatography (silica, 5% Et2O/hexane)

Sources & evidence

ORD record
ord-3be944ecc80b4ad09edec45c567707f3
Source dataset
uspto-grants-1999_07
Patent number
US05929120

Reaction notes

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