HCID 21220869, compound → Acetic acid bis(acetoxy)-(7-[1,3]dioxan-2-yl-benzofuran-5-yl)-plumbanyl ester

HRID 1584792Notes

Reaction equation

HRID 1584792 reaction equation
C([Sn](CCCC)(CCCC)[C:6]1[CH:7]=[C:8]([CH:15]2[O:20][CH2:19][CH2:18][CH2:17][O:16]2)[C:9]2[O:13][CH:12]=[CH:11][C:10]=2[CH:14]=1)CCC.[C:29]([O-:32])(=[O:31])[CH3:30].[C:33]([O-:36])(=[O:35])[CH3:34].[C:37]([O-:40])(=[O:39])[CH3:38].C([O-])(=O)C.[Pb+4:45]>C(Cl)(Cl)Cl>[C:29]([O:32][Pb:45]([O:39][C:37](=[O:40])[CH3:38])([O:35][C:33](=[O:36])[CH3:34])[C:6]1[CH:7]=[C:8]([CH:15]2[O:16][CH2:17][CH2:18][CH2:19][O:20]2)[C:9]2[O:13][CH:12]=[CH:11][C:10]=2[CH:14]=1)(=[O:31])[CH3:30]

Participants

4

Reactant 2

HCID 21220869HCID 21220869, compoundHCID 178418268HCID 178418268, compound

Product 1

HCID 86754394Acetic acid bis(acetoxy)-(7-[1,3]dioxan-2-yl-benzofuran-5-yl)-plumbanyl esterYield 82.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A stirred solution of tributyl-(7-[1,3]dioxan-2-yl-benzofuran-5-yl)stannane (9.6 g), lead tetraacetate (9.8 g) and mercuric acetate (350 mg) in chloroform (200 ml) was heated at 45° for 20 h. The mixture was cooled and filtered through Hyflo. The filtrate was evaporated to dryness. The residual gum was triturated under hexane (200 ml) for 2 h to give the title compound as an off-white solid (9.4 g), m.p. 92-94°.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltered through Hyflo
  3. customThe filtrate was evaporated to dryness
  4. customThe residual gum was triturated under hexane (200 ml) for 2 h

Sources & evidence

ORD record
ord-d749bf187fc74aa4ba0de212e2348eb1
Source dataset
uspto-grants-1999_08
Patent number
US05935972

Reaction notes

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