Tributylvinyltin → HCID 53847754, compound

HRID 363043Notes

Reaction equation

HRID 363043 reaction equation
[CH:1]1([CH2:7][O:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][C:10]=2Br)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:20]([Sn](CCCC)(CCCC)CCCC)=[CH2:21]>O1CCOCC1.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:1]1([CH2:7][O:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][C:10]=2[CH:20]=[CH2:21])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 81998TributylvinyltinHCID 54567611HCID 54567611, compound

Product 1

HCID 53847754HCID 53847754, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 23-3 (810 mg, 2.5 mmol) in 11.5 mL of dioxane was added 820 mg (2.6 mmol) of vinyltributyl tin followed by 58 mg (0.05 mmol) of Pd(PPh3)4. The resulting solution was then heated at 100° C. for 20 h. The solvent was distilled under reduced pressure and the residue was chromatographed to afford product 23-4.

Workup

  1. distillationThe solvent was distilled under reduced pressure
  2. customthe residue was chromatographed

Sources & evidence

ORD record
ord-d93cda6e39bd4bc6bb0884e0ca2abf08
Source dataset
uspto-grants-1999_02
Patent number
US05872138

Reaction notes

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