tert-BUTYL CHLORIDE → Di-tert-butyldichlorostannane

HRID 66779

Reaction equation

HRID 66779 reaction equation
[C:1](Cl)([CH3:4])([CH3:3])[CH3:2].[Mg].[Sn:7]([Cl:11])(Cl)(Cl)[Cl:8].[Cl-].[Mg+2].[Cl-]>CCCCCCC.O1CCCC1>[C:1]([Sn:7]([Cl:11])([Cl:8])[C:1]([CH3:4])([CH3:3])[CH3:2])([CH3:4])([CH3:3])[CH3:2]

Participants

7

Reactant 4

HCID 10486tert-BUTYL CHLORIDEHCID 24287Tin tetrachlorideHCID 5360315Magnesium ChlorideHCID 5462224Magnesium

Product 1

HCID 88053Di-tert-butyldichlorostannane

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8900HeptaneSolvent

Procedure

The Grignard reagent from t-butyl chloride (92.5 g., 1 mole), magnesium (24.3 g., 1 mole) and tetrahydrofuran (11.) was added dropwise to a solution of tin(iv) chloride (104 g., 0.4 mole) in heptane (11.). A vigorous reaction started at once and magnesium chloride precipitated. After completion of the addition, the mixture was refluxed for 4 hrs. Cooling and work-up gave a yellow oil. This was distilled to give the desired product as a clear oil which solidified readily (70.0 g., 58%), m.p. 42°-43° (lit., 142°); b.p. 66°/3 mm.; n.m.4. 81.45(s).

Workup

  1. customA vigorous reaction
  2. customprecipitated
  3. additionAfter completion of the addition
  4. temperaturethe mixture was refluxed for 4 hrs
  5. temperatureCooling
  6. customwork-up gave a yellow oil
  7. distillationThis was distilled

Sources & evidence

ORD record
ord-237d128ed39c4c0eb2170263a11b92e5
Source dataset
uspto-grants-1982_08
Patent number
US04343815

Linked notes

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