Dimethyl Sulfate → HCID 20433870, compound

HRID 1154539Notes

Reaction equation

HRID 1154539 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:8]=[CH:7]2.S(OC)(O[CH3:21])(=O)=O.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:21][O:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:8]=[CH:7]2

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 13368524HCID 13368524, compound

Product 1

HCID 20433870HCID 20433870, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneCatalyst

Procedure

A solution of 216 mg of ethyl 8-hydroxy-2-naphthylformate (from Preparation 9) in 15 ml of acetone containing six drops of dimethyl sulfate and 150 mg of potassium carbonate was stirred at 25° C. for twenty-four hours. The reaction solvent was removed and the product was dissolved in ethyl acetate, washed with 5% hydrochloric acid and with brine, dried and concentrated to give 200 mg of ethyl 8-methoxy-2-naphthylformate.

Workup

  1. customThe reaction solvent was removed
  2. dissolutionthe product was dissolved in ethyl acetate
  3. washwashed with 5% hydrochloric acid and with brine
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-e7d85c001d924309b747126866dd093c
Source dataset
uspto-grants-1984_12
Patent number
US04490370

Reaction notes

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