Tributyltin Chloride → Tributylstannane

HRID 893898Notes

Reaction equation

HRID 893898 reaction equation
[CH2:1]([Sn:5](Cl)([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4]>C1(C)C=CC=CC=1>[CH2:10]([SnH:5]([CH2:1][CH2:2][CH2:3][CH3:4])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:11][CH2:12][CH3:13]

Participants

3

Reactant 1

HCID 15096Tributyltin Chloride

Product 1

HCID 5948TributylstannaneYield 97.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

An apparatus similar to that in Example 2 was charged with 205 g tributyltin chloride and 50 ml toluene. During 35 min. there was added 110 ml Reagent T with the temperature controlled at 30° C. maximum by ice bath cooling. An hour after complete addition the toluene was distilled off. The residue, including a considerable amount of solid, was distilled under vacuum to give 179.5 g crude tributyltin hydride boiling 102°-110° C./5 mm. This was redistilled to give 158.9 g boiling 104°-106° C./5 mm and 8.0 g boiling 106°-116° C./5 mm, both showing only tributyltin hydride in the NMR spectrum, and a 12.5 g residue having the NMR spectrum of tributyltin chloride, for a 91.1% of theoretical yield of tributyltin hydride based on tributyltin chloride charged.

Workup

  1. customcontrolled at 30° C.
  2. temperaturecooling
  3. distillationwas distilled off
  4. distillationwas distilled under vacuum

Sources & evidence

ORD record
ord-10cf620f2cc04b1a99e2f35dd0299930
Source dataset
uspto-grants-1981_08
Patent number
US04282166

Reaction notes

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