Tributylstannane → HCID 11485647, compound

HRID 1797278Notes

Reaction equation

HRID 1797278 reaction equation
[CH3:1][C:2]([OH:6])([C:4]#[CH:5])[CH3:3].[CH2:7]([SnH:11]([CH2:16][CH2:17][CH2:18][CH3:19])[CH2:12][CH2:13][CH2:14][CH3:15])[CH2:8][CH2:9][CH3:10]>>[CH3:1][C:2]([OH:6])(/[CH:4]=[CH:5]/[Sn:11]([CH2:12][CH2:13][CH2:14][CH3:15])([CH2:16][CH2:17][CH2:18][CH3:19])[CH2:7][CH2:8][CH2:9][CH3:10])[CH3:3]

Participants

3

Reactant 2

HCID 5948TributylstannaneHCID 82582-Methyl-3-butyn-2-ol

Product 1

HCID 11485647HCID 11485647, compound

Conditions

Temperature
80 °C

Procedure

A mixture of 2-methylbut-3-yn-2-ol (2.00 g), tributyltinhydride (10.5 g) and αα′-azobisisobutyronitrile (190 mg) was heated (neat) to 80° C. under stirring. After 4 h the reaction mixture was cooled to room temperature. The crude product was purified by chromatography eluting with petroleum ether/Et2O 7:1 to afford the title compound as a liquid.

Workup

  1. temperatureAfter 4 h the reaction mixture was cooled to room temperature
  2. customThe crude product was purified by chromatography
  3. washeluting with petroleum ether/Et2O 7:1

Sources & evidence

ORD record
ord-360095376acd4ec1b293cd6e80069d2f
Source dataset
uspto-grants-2006_04
Patent number
US07034015B2

Reaction notes

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