Potassium Carbonate → HCID 15158212, compound

HRID 704691Notes

Reaction equation

HRID 704691 reaction equation
[CH:1]1([CH2:6][C:7]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15]O)=[CH:11][CH:10]=2)=[O:8])[CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:19])=O.C([O-])([O-])=O.[K+].[K+]>C1C=CC=CC=1>[Cl:19][CH2:15][C:12]1[CH:13]=[CH:14][C:9]([C:7](=[O:8])[CH2:6][CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 24386Thionyl ChlorideHCID 15158211HCID 15158211, compound

Product 1

HCID 15158212HCID 15158212, compoundYield 58.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The product of Example F (450 mg, 0.002 mole) was dissolved in 5 mls of benzene and 250 mg of thionyl chloride was added. The mixture was refluxed for one hour. After cooling, the solution was poured into dilute K2CO3 and extracted with ethyl acetate. The organic phase was dried over Na2SO4, stripped and chromatographed on silica gel using 5% ethyl acetate/hexane as the eluent to give 275 mg of the title compound as an oil (56% yield).

Workup

  1. temperatureThe mixture was refluxed for one hour
  2. temperatureAfter cooling
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic phase was dried over Na2SO4
  5. customchromatographed on silica gel using 5% ethyl acetate/hexane as the eluent

Sources & evidence

ORD record
ord-8981001c5add43c2aad0ac4badb2861f
Source dataset
uspto-grants-1991_01
Patent number
US04988707

Reaction notes

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