Water → HCID 14713770, compound

HRID 654754Notes

Reaction equation

HRID 654754 reaction equation
[CH2:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH3:11])[C:5]=1[OH:12])[CH:2]=[CH2:3].C(OO)(=[O:15])C.O.C(=O)([O-])[O-].[Na+].[Na+]>C(O)(=O)C.C([O-])(=O)C.[Na+]>[CH3:11][O:10][C:6]1[C:5]2[O:12][CH:2]([CH2:3][OH:15])[CH2:1][C:4]=2[CH:9]=[CH:8][CH:7]=1

Participants

7

Reactant 4

HCID 962WaterHCID 6585Peracetic AcidHCID 10340Sodium CarbonateHCID 3475772-Methoxy-6-(prop-2-en-1-yl)phenol

Product 1

HCID 14713770HCID 14713770, compoundYield 16%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolvent2×HCID 517045Sodium AcetateSolvent

Conditions

Temperature
15 °C

Procedure

124 g of 2-allyl-6-methoxyphenol, dissolved in 80 ml of acetic acid, are added to a mixture, cooled to 15° C., containing 160 ml of 32% strength peracetic acid in acetic acid and 2.4 g of sodium acetate. The mixture is left at room temperature for 48 hours and then hydrolyzed with 2 1 of water containing 400 g of sodium carbonate. The mixture is extracted with ethyl ether and the organic phase is washed with sodium hydroxide. It is dried, the ether is evaporated off and the residue is distilled at 110° C. and at 0.02 mmHg to obtain 7-methoxy-2,3-dihydro-2-benzofuranylmethanol.

Workup

  1. additionare added to a mixture
  2. extractionThe mixture is extracted with ethyl ether
  3. washthe organic phase is washed with sodium hydroxide
  4. customIt is dried
  5. customthe ether is evaporated off
  6. distillationthe residue is distilled at 110° C. and at 0.02 mmHg

Sources & evidence

ORD record
ord-7f97cf77325a48de9cabe51a3aefbd23
Source dataset
uspto-grants-1992_07
Patent number
US05134147

Reaction notes

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