Tributylstannane → HCID 23052446, compound

HRID 1607581Notes

Reaction equation

HRID 1607581 reaction equation
[C:1]([CH2:4][N:5]1[CH2:10][CH:9]([CH3:11])[C:8](Cl)=[C:7]([C:13]#[N:14])[CH2:6]1)([OH:3])=[O:2].N(C(C)(C)C#N)=NC(C)(C)C#N.C([SnH](CCCC)CCCC)CCC>C1(C)C=CC=CC=1>[C:1]([CH2:4][N:5]1[CH2:10][CH:9]([CH3:11])[CH:8]=[C:7]([C:13]#[N:14])[CH2:6]1)([OH:3])=[O:2]

Participants

5

Reactant 3

HCID 5948TributylstannaneHCID 6547AzobisisobutyronitrileHCID 23052449HCID 23052449, compound

Product 1

HCID 23052446HCID 23052446, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 43 (24 g, 0.105 mol) in toluene (400 ml) was added azobisisobutyronitrile (6 g) and tri-n-butyltin hydride (90 g). The mixture was refluxed overnight and then evaporated in vacuo. Elution from a column of silica gel with ethyl acetate-heptane (1:2) gave the title compound as an oil. Yield: 10.4 g (0.0538 mol, 51%).

Workup

  1. temperatureThe mixture was refluxed overnight
  2. customevaporated in vacuo
  3. washElution from a column of silica gel with ethyl acetate-heptane (1:2)

Sources & evidence

ORD record
ord-789a7820ccab4a0c93936a3dbbf0ed7f
Source dataset
uspto-grants-1989_09
Patent number
US04866077

Reaction notes

Loading…