Tributylstannane → HCID 19915379, compound

HRID 1090470Notes

Reaction equation

HRID 1090470 reaction equation
[C:1]([O:4][CH2:5][CH:6](Br)[CH2:7][C:8]([Br:11])([F:10])[F:9])(=[O:3])[CH3:2].C([SnH](CCCC)CCCC)CCC>C1(C)C(C)=CC=CC=1>[C:1]([O:4][CH2:5][CH2:6][CH2:7][C:8]([Br:11])([F:9])[F:10])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 5948TributylstannaneHCID 53699371HCID 53699371, compound

Product 1

HCID 19915379HCID 19915379, compoundYield 6.2%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
120 °C

Procedure

A solution of 8.6 grams (0.028 mole) of 2,4-dibromo-4,4-difluorobutyl acetate and 8.2 ml (0.028 mole) of tributyltin hydride in 15 ml of xylene was stirred, and 0.01 gram of 1,1'-azobisisobutyronitrile was added. The reaction mixture was warmed to 120° C. where it was stirred for 18 hours. The reaction mixture was distilled under reduced pressure, yielding 0.4 gram of 4-bromo-4,4-difluorobutyl acetate; b.p. 40°-55° C./1.8 mm. The nmr spectrum was consistent with the proposed structure.

Workup

  1. distillationThe reaction mixture was distilled under reduced pressure

Sources & evidence

ORD record
ord-97a3a778793b47f793fad86ffe3c8ece
Source dataset
uspto-grants-1992_01
Patent number
US05081287

Reaction notes

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