Tributylstannane → HCID 12878315, compound

HRID 443950Notes

Reaction equation

HRID 443950 reaction equation
[OH:1][C:2]1([CH3:22])[CH:8](Br)[CH:7]([C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:12][CH:11]=2)[O:6][C:4](=[O:5])[CH2:3]1.C([SnH](CCCC)CCCC)CCC>O1CCCC1>[OH:1][C:2]1([CH3:22])[CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:12][CH:11]=2)[O:6][C:4](=[O:5])[CH2:3]1

Participants

4

Reactant 2

HCID 5948TributylstannaneHCID 12878305HCID 12878305, compound

Product 1

HCID 12878315HCID 12878315, compoundYield 51.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The product obtained by reducing 0.50 g of 3-hydroxy-3-methyl-4-bromo-5-(4-biphenylyl)-5-pentanolide with 1.62 g of tri-n-butyltin hydride in 10 ml of anhydrous tetrahydrofuran according to the method described in Example 2 (a), was recrystallized from a mixture of n-hexane and acetone (10:1) to give 0.20 g of the desired compound melting at 151°-153° C.

Workup

  1. customThe product obtained
  2. customwas recrystallized from a mixture of n-hexane and acetone (10:1)

Sources & evidence

ORD record
ord-8494db1f55cb4685b1f32b1793845403
Source dataset
uspto-grants-1981_04
Patent number
US04262013

Reaction notes

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