Tributylstannane → HCID 12878306, compound

HRID 2049702Notes

Reaction equation

HRID 2049702 reaction equation
[OH:1][C:2]1([CH3:26])[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][CH:23]=[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([CH3:26])[CH2:8][CH:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)=[CH:14][CH:13]=2)[O:6][C:4](=[O:5])[CH2:3]1

Participants

4

Reactant 2

HCID 5948TributylstannaneHCID 12878296HCID 12878296, compound

Product 1

HCID 12878306HCID 12878306, compoundYield 88.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The product obtained by reducing 2.0 g of 3-hydroxy-3-methyl-4-bromo-7-(p-benzyloxyphenyl)-5-heptanolide with 5.59 g of tri-n-butyltin hydride in 50 ml of anhydrous tetrahydrofuran according to the method described in Example 2 (a), was recrystallized from a mixture of n-hexane and ethyl ether (5:1) to give 1.44 g of the desired compound melting at 82°-85° C.

Workup

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

Sources & evidence

ORD record
ord-46baffa35afd4dc1adc75fef7ea32bda
Source dataset
uspto-grants-1980_04
Patent number
US04198425

Reaction notes

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