Tributyltin Chloride → Stannane, tributyl(phenylmethyl)-

HRID 724961Notes

Reaction equation

HRID 724961 reaction equation
[CH2:1]([Mg]Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:10]([Sn:14](Cl)([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:15][CH2:16][CH2:17][CH3:18])[CH2:11][CH2:12][CH3:13]>O1CCCC1>[CH2:1]([Sn:14]([CH2:15][CH2:16][CH2:17][CH3:18])([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:10][CH2:11][CH2:12][CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 15096Tributyltin ChlorideHCID 178418336HCID 178418336, compound

Product 1

HCID 141419Stannane, tributyl(phenylmethyl)-

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of benzylmagnesium chloride (2.0M in tetrahydrofuran, 1.32 mmol) in 5 mL of tetrahydrofuran at -78° C. under argon was added tributyltin chloride (0.36, 1.27 mmol). After 15 min, the reaction mixture was allowed to warm to room temperature. After 3 hours, solvent was removed, and the residue was purified by flash chromatography, eluting with dichloromethane/hexanes, to give 0.45 g of a clear, colorless oil.

Workup

  1. waitAfter 3 hours
  2. customsolvent was removed
  3. customthe residue was purified by flash chromatography
  4. washeluting with dichloromethane/hexanes
  5. customto give 0.45 g of a clear, colorless oil

Sources & evidence

ORD record
ord-afbfd0d32b9741eda8f4166b4b0579a5
Source dataset
uspto-grants-1998_01
Patent number
US05705499

Reaction notes

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