Tributylstannane → HCID 12786207, compound

HRID 848923Notes

Reaction equation

HRID 848923 reaction equation
[CH3:1][O:2][CH:3]([O:17][CH3:18])[C:4]([O:12][Si:13]([CH3:16])([CH3:15])[CH3:14])([CH2:8][CH2:9][CH2:10][CH3:11])[CH2:5][C:6]#[CH:7].[CH2:19]([SnH:23]([CH2:28][CH2:29][CH2:30][CH3:31])[CH2:24][CH2:25][CH2:26][CH3:27])[CH2:20][CH2:21][CH3:22].N(C(C)(C)C#N)=NC(C)(C)C#N>>[CH2:28]([Sn:23]([CH2:19][CH2:20][CH2:21][CH3:22])([CH2:24][CH2:25][CH2:26][CH3:27])/[CH:7]=[CH:6]/[CH2:5][C:4]([CH:3]([O:2][CH3:1])[O:17][CH3:18])([O:12][Si:13]([CH3:16])([CH3:15])[CH3:14])[CH2:8][CH2:9][CH2:10][CH3:11])[CH2:29][CH2:30][CH3:31]

Participants

4

Reactant 3

HCID 5948TributylstannaneHCID 6547AzobisisobutyronitrileHCID 12786187HCID 12786187, compound

Product 1

HCID 12786207HCID 12786207, compound

Procedure

A mixture of 10.0 g. (36.7 mmoles) of 4-dimethoxymethyl-4-trimethylsiloxy-1-octyne, 12.82 g. (44 mmoles) of tri-n-butylstannyl hydride 100 mg. of azobisisobutyronitrile is heated to 140° C. under argon for 2 hours. The excess hydride is distilled off and the residue is purified by molecular distillation (bath temperature=170°-175° C., 0.2 mm.) to give 20.5 g. of the title compound.

Workup

  1. additionA mixture of 10.0 g
  2. distillationThe excess hydride is distilled off
  3. distillationthe residue is purified by molecular distillation (bath temperature=170°-175° C., 0.2 mm.)
  4. customto give 20.5 g

Sources & evidence

ORD record
ord-042e8b43e71b4acf8e4a9de51bd88253
Source dataset
uspto-grants-1981_10
Patent number
US04297516

Reaction notes

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