Tributyltin Chloride → HCID 67854024, compound

HRID 1612870Notes

Reaction equation

HRID 1612870 reaction equation
[OH:1][CH2:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([O:10][CH3:11])[C:4]=1[SH:12].[H-].[Na+].[CH2:15]([Sn:19](Cl)([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:20][CH2:21][CH2:22][CH3:23])[CH2:16][CH2:17][CH3:18].[H][H]>O1CCCC1.O>[CH2:15]([Sn:19]([CH2:24][CH2:25][CH2:26][CH3:27])([CH2:20][CH2:21][CH2:22][CH3:23])[O:1][CH2:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([O:10][CH3:11])[C:4]=1[S:12][Sn:19]([CH2:20][CH2:21][CH2:22][CH3:23])([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:15][CH2:16][CH2:17][CH3:18])[CH2:16][CH2:17][CH3:18]

Participants

7

Reactant 4

HCID 15096Tributyltin ChlorideHCID 24758Sodium hydrideHCID 19776907HCID 19776907, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67854024HCID 67854024, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

10 g (54.3 mmol) of the compound from Example 15 are stirred at 0° to 25° C. with 4 g (163 mmol) of sodium hydride and 31 ml (114 mmol) of tributyltin chloride in 300 ml of tetrahydrofuran until evolution of hydrogen is complete and the mixture is then heated under reflux overnight. It is cautiously hydrolysed with water and washed with ether, and the combined organic phases are dried using sodium sulphate and concentrated in vacuo.

Workup

  1. temperaturethe mixture is then heated
  2. temperatureunder reflux overnight
  3. washwashed with ether
  4. customthe combined organic phases are dried
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e69dba8a0b6f4201ac2161d6b869f8ad
Source dataset
uspto-grants-1993_03
Patent number
US05190971

Reaction notes

Loading…