Methanol → 6-Methoxy-2-naphthylacetic acid

HRID 436679

Reaction equation

HRID 436679 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([CH2:13][C:14]([O:16]C)=[O:15])[CH:7]=[CH:6]2.C(=O)([O-])[O-].[Na+].[Na+].CO>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([CH2:13][C:14]([OH:16])=[O:15])[CH:7]=[CH:6]2

Participants

5

Reactant 3

HCID 887MethanolHCID 10340Sodium CarbonateHCID 90324Methyl 6-methoxynaphthalene-2-acetate

Product 1

HCID 321766-Methoxy-2-naphthylacetic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 25 g. of methyl 6-methoxy-2-naphthylacetate, 15 g. of sodium carbonate, 200 ml. of methanol, and 25 ml. of water are stirred for 24 hours. The reaction mixture is then acidified with 200 ml. of 2 N hydrochloric acid and extracted with methylene chloride. The extracts are combined, washed with water, dried over sodium sulfate, and evaporated to yield 6-methoxy-2-naphthylacetic acid.

Workup

  1. additionA mixture of 25 g
  2. extractionof 2 N hydrochloric acid and extracted with methylene chloride
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-3b933a6a881645fa95e6a20e77521c65
Source dataset
uspto-grants-1977_02
Patent number
US04009197

Linked notes

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