Tributylstannane → HCID 12786210, compound

HRID 126732Notes

Reaction equation

HRID 126732 reaction equation
[CH2:1]([Si:3]([CH2:21][CH3:22])([CH2:19][CH3:20])[O:4][CH2:5][C:6]([O:14][Si:15]([CH3:18])([CH3:17])[CH3:16])([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:7][C:8]#[CH:9])[CH3:2].[CH2:23]([SnH:27]([CH2:32][CH2:33][CH2:34][CH3:35])[CH2:28][CH2:29][CH2:30][CH3:31])[CH2:24][CH2:25][CH3:26].N(C(C)(C)C#N)=NC(C)(C)C#N>>[CH2:21]([Si:3]([CH2:1][CH3:2])([CH2:19][CH3:20])[O:4][CH2:5][C:6]([O:14][Si:15]([CH3:18])([CH3:16])[CH3:17])([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:7]/[CH:8]=[CH:9]/[Sn:27]([CH2:28][CH2:29][CH2:30][CH3:31])([CH2:32][CH2:33][CH2:34][CH3:35])[CH2:23][CH2:24][CH2:25][CH3:26])[CH3:22]

Participants

4

Reactant 3

HCID 5948TributylstannaneHCID 6547AzobisisobutyronitrileHCID 12786191HCID 12786191, compound

Product 1

HCID 12786210HCID 12786210, compound

Procedure

A mixture of 20.0 g. of 4-triethylsilyloxymethyl-4-trimethylsilyloxy-1-octyne, 18.18 g. of tri-n-butylstannane and 70 mg. of azobisisobutyronitrile is stirred under argon and placed in a bath at 100° C. After 5 minutes an exotherm ensues. The mixture is heated at 130°-140° C. for one hour and then the excess tri-n-butylstannane is removed at 130° C. and reduced pressure. The residue is distilled at 130°-140° C., 0.03 mm. in a Kugelrohr apparatus, giving the desired product as a colorless liquid.

Workup

  1. additionA mixture of 20.0 g
  2. customplaced in a bath at 100° C
  3. temperatureThe mixture is heated at 130°-140° C. for one hour
  4. customthe excess tri-n-butylstannane is removed at 130° C.
  5. distillationThe residue is distilled at 130°-140° C.

Sources & evidence

ORD record
ord-a38ebe9ba93a43a6ba40cc322254776b
Source dataset
uspto-grants-1981_03
Patent number
US04254036

Reaction notes

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