Potassium Bicarbonate → HCID 19825784, compound

HRID 2249209Notes

Reaction equation

HRID 2249209 reaction equation
C(O)(=O)C.C(O)(=O)C.[O:9]1[C:22]([CH3:24])([CH3:23])[CH:10]1[CH2:11][C:12]1[C:13]([OH:21])=[CH:14][C:15]([O:19][CH3:20])=[C:16]([CH:18]=1)[OH:17].C(=O)([O-])O.[K+]>CO>[OH:9][C:22]([CH:10]1[CH2:11][C:12]2[CH:18]=[C:16]([OH:17])[C:15]([O:19][CH3:20])=[CH:14][C:13]=2[O:21]1)([CH3:24])[CH3:23]

Participants

4

Reactant 2

HCID 516893Potassium BicarbonateHCID 86745023HCID 86745023, compound

Product 1

HCID 19825784HCID 19825784, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 5-(2,3-epoxy-3-methylbutyl)-2-methoxyhydroquinone diacetate (1.848 g) in methanol (36 ml) was added potassium hydrogencarbonate (1.50 g) in one portion. The mixture was stirred for 21 hours at ambient temperature and concentrated in vacuo. The residue was dissolved in a mixture of ethyl acetate (30 ml) and saturated sodium chloride solution (30 ml). The separated organic layer was washed with saturated sodium chloride solution, dried, and evaporated to dryness. The oily residue was crystallized from isopropyl ether to yield 2,3-dihydro-2-(1-hydroxy-1-methylethyl)-6-methoxy-5-benzofuranol (964 mg) as a white solid.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in a mixture of ethyl acetate (30 ml) and saturated sodium chloride solution (30 ml)
  3. washThe separated organic layer was washed with saturated sodium chloride solution
  4. customdried
  5. customevaporated to dryness
  6. customThe oily residue was crystallized from isopropyl ether

Sources & evidence

ORD record
ord-0e5d249d524f410ab85b84892ca7cddc
Source dataset
uspto-grants-1991_08
Patent number
US05043354

Reaction notes

Loading…