Tributylstannane → HCID 20442068, compound

HRID 1632703Notes

Reaction equation

[CH3:1][C:2]([O:12][Si:13]([CH3:16])([CH3:15])[CH3:14])([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:3][C:4]#[CH:5].N(C(C)(C)C#N)=NC(C)(C)C#N.[CH2:29]([SnH:33]([CH2:38][CH2:39][CH2:40][CH3:41])[CH2:34][CH2:35][CH2:36][CH3:37])[CH2:30][CH2:31][CH3:32]>>[CH3:1][C:2]([O:12][Si:13]([CH3:14])([CH3:15])[CH3:16])([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:3]/[CH:4]=[CH:5]/[Sn:33]([CH2:34][CH2:35][CH2:36][CH3:37])([CH2:38][CH2:39][CH2:40][CH3:41])[CH2:29][CH2:30][CH2:31][CH3:32]

Participants

Reactant 3

HCID 5948Tributylstannane

HCID 6547Azobisisobutyronitrile

HCID 20442096HCID 20442096, compound

Product 1

HCID 20442068HCID 20442068, compound

Procedure

A solution of 30 g of 4-methyl-4-trimethylsilyloxy-1-decyne, 150 mg of azobisisobutyronitrile, and 35 ml of tri-n-butyltin hydride was magnetically stirred under an argon atmosphere at 130°-135° C. for about 2 hours (exothermic), then cooled to ambient temperature. The product was distilled to provide 60 g of (E)-4-methyl-4-trimethylsilyloxy-1-tri-n-butylstannyl-1-decene (b.p. 156°-158° at 0.03 mm).

Workup

distillationThe product was distilled

Sources & evidence

ORD record: ord-d520a7ba59f147a78310e7ba4e117dc1
Source dataset: uspto-grants-1984_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04477388

Reaction notes

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