Tributylvinyltin → HCID 10130792, compound

HRID 382319Notes

Reaction equation

HRID 382319 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 vinyl tributyltin and 0.43 mmol of tetrakis(triphenylphosphine)palladium, are heated at 110° C., with stirring, for 3 hours 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 over 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 over silica gel

Sources & evidence

ORD record
ord-a9e8c4cb37b04982852378357bf68832
Source dataset
uspto-grants-2001_10
Patent number
US06310074B1

Reaction notes

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