Tributylvinyltin → HCID 10130792, compound

HRID 1373475Notes

Reaction equation

HRID 1373475 reaction equation
I[C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]=[C:7]([CH2:10][CH2:11][NH:12][C:13](=[O:15])[CH3:14])[C:6]=2[CH:16]=1.[CH:17]([Sn](CCCC)(CCCC)CCCC)=[CH2:18]>CN1CCCC1=O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH:17]([C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]=[C:7]([CH2:10][CH2:11][NH:12][C:13](=[O:15])[CH3:14])[C:6]=2[CH:16]=1)=[CH2:18]

Participants

5

Reactant 2

HCID 81998TributylvinyltinHCID 21916761HCID 21916761, compound

Product 1

HCID 10130792HCID 10130792, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

15 mmol of the product obtained in Step B, 16 mmol of vinyltributyltin and 0.43 mmol of tetrakis(triphenylphosphine)palladium are heated for 3 hours at 110° C., with stirring, in 30 ml of N-methylpyrrolidinone. After removal of the solvent by evaporation, the residue is taken up in 20 ml of dichloromethane and treated with an aqueous 10% potassium fluoride solution. Extraction, concentration under reduced pressure and chromatography on silica gel yield the pure title product.

Workup

  1. customAfter removal of the solvent
  2. customby evaporation
  3. additiontreated with an aqueous 10% potassium fluoride solution
  4. extractionExtraction, concentration under reduced pressure and chromatography on silica gel

Sources & evidence

ORD record
ord-87102fe8cc9144cd8a83174cc5b14af7
Source dataset
uspto-grants-2007_01
Patent number
US07161035B2

Reaction notes

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