Tributylstannane → HCID 12878308, compound

HRID 2049711Notes

Reaction equation

HRID 2049711 reaction equation
[OH:1][C:2]1([CH3:27])[CH:8](Br)[CH:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)=[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([CH3:27])[CH2:8][CH:7]([CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][C:15]([O:18][CH2:19][C:20]3[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=3)=[CH:16][CH:17]=2)[O:6][C:4](=[O:5])[CH2:3]1

Participants

4

Reactant 2

HCID 5948TributylstannaneHCID 12878298HCID 12878298, compound

Product 1

HCID 12878308HCID 12878308, compoundYield 60.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The product obtained by reducing 200 mg of 3-hydroxy-3-methyl-4-bromo-7-[p-(p-fluorobenzyloxy)-phenyl]-5-heptanolide with 400 mg of tri-n-butyltin hydride in 2 ml of anhydrous tetrahydrofuran according to the method described in Example 2 (a), was recrystallized from a mixture of acetone and n-hexane (1:5) to give 99 mg of the desired compound melting at 143.5°-144.5° C.

Workup

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

Sources & evidence

ORD record
ord-4ed3e9a0c0ff4c7a938da2cf7b47f582
Source dataset
uspto-grants-1980_04
Patent number
US04198425

Reaction notes

Loading…