Tributyltin Chloride → Stannane, tributyl(2,4,6-trimethylphenyl)-

HRID 571433Notes

Reaction equation

HRID 571433 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[Mg]Br.[Sn:12](Cl)([CH2:21][CH2:22][CH2:23][CH3:24])([CH2:17][CH2:18][CH2:19][CH3:20])[CH2:13][CH2:14][CH2:15][CH3:16]>C1COCC1>[CH2:21]([Sn:12]([CH2:13][CH2:14][CH2:15][CH3:16])([CH2:17][CH2:18][CH2:19][CH3:20])[C:3]1[C:2]([CH3:1])=[CH:7][C:6]([CH3:8])=[CH:5][C:4]=1[CH3:9])[CH2:22][CH2:23][CH3:24]

Participants

4

Reactant 2

HCID 15096Tributyltin ChlorideHCID 178425415HCID 178425415, compound

Product 1

HCID 11211995Stannane, tributyl(2,4,6-trimethylphenyl)-Yield 90%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 2,4,6-trimethylphenylmagnesium bromide (1.0 M in THF, 10.0 mL, 10 mmol, 1.0 equiv) in THF (30 mL) at −78° C. was added nBu3SnCl (3.25 g, 10.0 mmol, 1.00 equiv). After stiffing for 1.0 hr at 23° C., the solvent was removed in vacuo and the residue was purified by fractional distillation to afford 3.68 g of the title compound as a colorless oil (90% yield).

Workup

  1. customthe solvent was removed in vacuo
  2. distillationthe residue was purified by fractional distillation

Sources & evidence

ORD record
ord-a529b7e1f53b495e9a6b96c9cd4f9910
Source dataset
uspto-grants-2015_05
Patent number
US09024093B2

Reaction notes

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