Potassium Carbonate → Benzene, 1-chloro-4-ethynyl-

HRID 1199595Notes

Reaction equation

HRID 1199595 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][Si](C)(C)C)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+]>CO.CCCCCC>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[CH:9])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 3337298(4-Chlorophenylethynyl)trimethylsilane

Product 1

HCID 70118Benzene, 1-chloro-4-ethynyl-

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8058HexaneSolvent

Procedure

To a solution of 2(4-chlorophenyl)-1-trimethylsilylethyne Prepared in Stage 1 (30.90g:0.02 mole) in methanol was added potassium carbonate (0.276g:002 mole). The mixture was stirred at room temperature until starting material disappeared as monitored by gas liquid chromatography. After this time, solvent was removed in vacuo and the residue taken up in dichloromethane. The solution was dried and declourised over charcoal. Filtration, followed by removal of solvent gave a brown solid which was passed through silica in hexane. This gave pale yellow crystals (1.511g:55.3%)

Workup

  1. customAfter this time, solvent was removed in vacuo
  2. customThe solution was dried
  3. filtrationFiltration
  4. customfollowed by removal of solvent
  5. customgave a brown solid which

Sources & evidence

ORD record
ord-04cdcb925b3b4ffb92883ea9d746ec49
Source dataset
uspto-grants-1990_02
Patent number
US04902332

Reaction notes

Loading…