Tributylstannane → HCID 23466037, compound

HRID 2049694Notes

Reaction equation

HRID 2049694 reaction equation
[OH:1][C:2]1([CH3:18])[CH:8](Br)[CH:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:6][C:4](=[O:5])[CH2:3]1.C([SnH](CCCC)CCCC)CCC>O1CCCC1>[OH:1][C:2]1([CH3:18])[CH2:8][CH:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:6][C:4](=[O:5])[CH2:3]1

Participants

4

Reactant 2

HCID 5948TributylstannaneHCID 12878303HCID 12878303, compound

Product 1

HCID 23466037HCID 23466037, compoundYield 54.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 200 mg of 3-hydroxy-3-methyl-4-bromo-7-phenyl-5-heptanolide in 2 ml of anhydrous tetrahydrofuran was added 500 mg of tri-n-butyltin hydride and the mixtue was allowed to stand overnight at room temperature. After completion of the reaction, tetrahydrofuran was evaporated and n-hexane was added to the residue to precipitate an oily substance, which was pruified by a thin layer chromatography (silica gel) affording 82 mg of the desired compound.

Workup

  1. customwas evaporated
  2. additionn-hexane was added to the residue
  3. customto precipitate an oily substance, which

Sources & evidence

ORD record
ord-97b6bacbbf0140e49a74d45d903393da
Source dataset
uspto-grants-1980_04
Patent number
US04198425

Reaction notes

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