Tributylstannane → HCID 12878309, compound

HRID 2049699Notes

Reaction equation

HRID 2049699 reaction equation
[OH:1][C:2]1([CH3:19])[CH:8](Br)[CH:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[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([CH3:19])[CH2:8][CH:7]([CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][C:15]([Cl:18])=[CH:16][CH:17]=2)[O:6][C:4](=[O:5])[CH2:3]1

Participants

4

Reactant 2

HCID 5948TributylstannaneHCID 12878299HCID 12878299, compound

Product 1

HCID 12878309HCID 12878309, compoundYield 57.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The product obtained by reducing 200 mg of 3-hydroxy-3-methyl-4-bromo-7-(p-chlorophenyl)-5-heptanolide with 680 mg of tri-n-butyltin hydride in 5 ml of anhydrous tetrahydrofuran according to the method described in Example 2 (a), was recrystallized from a mixture of n-hexane and benzene (5:1) to give 89 mg of the desired compound melting at 61°-64° C.

Workup

  1. customThe product obtained
  2. customwas recrystallized from a mixture of n-hexane and benzene (5:1)

Sources & evidence

ORD record
ord-f1bc695ab62c4bc893807e743f854081
Source dataset
uspto-grants-1980_04
Patent number
US04198425

Reaction notes

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