Methanol → 2-(6-Methoxy-2-naphthyl)propionic acid

HRID 1907010Notes

Reaction equation

HRID 1907010 reaction equation
CS(O[CH:6](C)[C:7](OC)(OC)[C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:18][CH3:19])[CH:14]=2)[CH:9]=1)(=O)=O.[C:25](=[O:28])(O)[O-:26].[Na+].CO>O>[CH3:19][O:18][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([CH:7]([CH3:6])[C:25]([OH:26])=[O:28])[CH:17]=[CH:16]2

Participants

5

Conditions

Temperature
70 °C

Procedure

A mixture containing 1.6 g of 1,1-dimethoxy-1-(6-methoxy-2-naphthyl)prop 2-yl methanesulfonate, 1.5 g of sodium bicarbonate, 10 ml of water and 10 ml of methanol is heated at 70° C. with refluxing for 11/2 hours. Then the reaction mixture is cooled and poured into water and extracted with ether. The ethereal extract is dried over magnesium sulfate and evaporated under reduced pressure to yield 1.07 g of 2-(6-methoxy-2-naphthyl)propionic acid.

Workup

  1. temperaturewith refluxing for 11/2 hours
  2. temperatureThen the reaction mixture is cooled
  3. extractionextracted with ether
  4. extractionThe ethereal extract
  5. dry with materialis dried over magnesium sulfate
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-be5114891ccf40c48c30785e4945b5c3
Source dataset
uspto-grants-1987_03
Patent number
US04654438

Reaction notes

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