Tributyltin azide → HCID 21220923, compound

HRID 1584780Notes

Reaction equation

HRID 1584780 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][O:3][CH:2]1[C:7]1[C:15]2[O:14][CH:13]=[CH:12][C:11]=2[CH:10]=[C:9]([C:16]#[CH:17])[CH:8]=1.C([Sn]([N:31]=[N+:32]=[N-:33])(CCCC)CCCC)CCC>>[O:1]1[CH2:6][CH2:5][CH2:4][O:3][CH:2]1[C:7]1[C:15]2[O:14][CH:13]=[CH:12][C:11]=2[CH:10]=[C:9]([C:16]2[CH:17]=[N:33][NH:32][N:31]=2)[CH:8]=1

Participants

3

Reactant 2

HCID 4984872Tributyltin azideHCID 21220888HCID 21220888, compound

Product 1

HCID 21220923HCID 21220923, compoundYield 27.3%

Procedure

A mixture of 7-[1,3]dioxan-2-yl-5-ethynyl-benzofuran (247 mg) and tributylstannanyl azide (717 mg) was heated at 140° in a sealed vessel for 24 h. Purification by FCC eluting with hexane:ethyl acetate 2:1 gave the title compound as a yellow oil (80 mg).

Workup

  1. temperaturewas heated at 140° in a sealed vessel for 24 h
  2. customPurification by FCC
  3. washeluting with hexane:ethyl acetate 2:1

Sources & evidence

ORD record
ord-733ec779ceb44c57bc3158c27d468c8f
Source dataset
uspto-grants-1999_08
Patent number
US05935972

Reaction notes

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