Tributylstannane → HCID 12786205, compound

HRID 224514Notes

Reaction equation

HRID 224514 reaction equation
[CH3:1][C:2]([O:11][Si:12]([CH3:15])([CH3:14])[CH3:13])([C:6](=[CH2:10])[CH2:7][CH2:8][CH3:9])[CH2:3][C:4]#[CH:5].[CH2:16]([SnH:20]([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:21][CH2:22][CH2:23][CH3:24])[CH2:17][CH2:18][CH3:19]>>[CH3:1][C:2]([O:11][Si:12]([CH3:13])([CH3:14])[CH3:15])([C:6](=[CH2:10])[CH2:7][CH2:8][CH3:9])[CH2:3]/[CH:4]=[CH:5]/[Sn:20]([CH2:21][CH2:22][CH2:23][CH3:24])([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:16][CH2:17][CH2:18][CH3:19]

Participants

3

Reactant 2

HCID 5948TributylstannaneHCID 12786183HCID 12786183, compound

Product 1

HCID 12786205HCID 12786205, compound

Procedure

A mixture of 26 g. of 4-methyl-5-methylene-4-trimethylsilyloxy-1-octyne, 200 mg. of azoisobutyrylnitrile and 41.1 g. of tri-n-butylstannane is stirred under argon in an oil bath at 140° C. The mixture is stirred at 140°-150° C. for one hour under argon, then at 140°-150° C. for 1.5 hours under vacuum to remove excess tri-n-butylstannane. The residue is distilled via a Kugelrohr (150° C., 0.05 mm.) giving the desired product as a colorless liquid.

Workup

  1. additionA mixture of 26 g
  2. customat 140°-150° C. for 1.5 hours under vacuum to remove excess tri-n-butylstannane
  3. distillationThe residue is distilled via a Kugelrohr (150° C., 0.05 mm.)

Sources & evidence

ORD record
ord-e9e4e752d91e4e4d9de9280039d4243b
Source dataset
uspto-grants-1980_11
Patent number
US04232166

Reaction notes

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