HCID 20163243, compound → HCID 20163246, compound

HRID 246908Notes

Reaction equation

HRID 246908 reaction equation
[C:1]([O-])(=[O:3])C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4].[OH:18][C:19]1[C:39]([CH2:40][CH2:41][CH3:42])=[CH:38][C:22]2[CH:23]([C:26]3[CH:31]=[C:30]([O:32][CH3:33])[C:29]([O:34][CH3:35])=[C:28]([O:36][CH3:37])[CH:27]=3)[CH2:24][O:25][C:21]=2[CH:20]=1>CO>[CH3:1][O:3][C:22]12[CH:38]=[C:39]([CH2:40][CH2:41][CH3:42])[C:19](=[O:18])[CH:20]=[C:21]1[O:25][CH2:24][CH:23]2[C:26]1[CH:31]=[C:30]([O:32][CH3:33])[C:29]([O:34][CH3:35])=[C:28]([O:36][CH3:37])[CH:27]=1

Participants

4

Reactant 2

HCID 20163243HCID 20163243, compoundHCID 178418268HCID 178418268, compound

Product 1

HCID 20163246HCID 20163246, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Lead tetraacetate (200 mg) was added to a solution of 6-hydroxy-3-(3,4,5-trimethoxyphenyl)-5-propyl-2,3-dihydrobenzofuran (100 mg) in dry methanol (10 ml), and the mixture was stirred at room temperature for 1 hour. The solution was evaporated to a residue, which was put on a flash column of silica gel and eluted with hexane-ethyl acetate (4:1, v/v). The title compound was isolated as a mixture of epimers.

Workup

  1. customThe solution was evaporated to a residue, which
  2. washeluted with hexane-ethyl acetate (4:1

Sources & evidence

ORD record
ord-bc3cab8de976438d877e85db75c8d727
Source dataset
uspto-grants-1987_11
Patent number
US04704462

Reaction notes

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