Methanol → Naphthalenecarboxylic acid, methyl ester

HRID 1289764Notes

Reaction equation

HRID 1289764 reaction equation
[C:1]1([C:11]([OH:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH3:14]O.S(=O)(=O)(O)O>ClCCCl>[C:1]1([C:11]([O:13][CH3:14])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 68471-Naphthoic acid

Product 1

HCID 120056Naphthalenecarboxylic acid, methyl esterYield 87%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Conditions

Temperature
60 °C

Procedure

The synthesis method of Example 7-(1) was applied. 1--Naphthoic acid (4.97 g), methanol (10 ml), 1,2-dichloroethane (12 ml) and concentrated sulfuric acid (0.6 ml) were used as reagents and the mixture was stirred at 60° C. for 17 hours. After the reaction, the mixture was extracted with ether to give 4.35 g of a pale-yellow transparent liquid (yield 87%).

Workup

  1. customAfter the reaction
  2. extractionthe mixture was extracted with ether

Sources & evidence

ORD record
ord-d31b0986991a4eab84e50f179c483f9d
Source dataset
uspto-grants-1998_05
Patent number
US05750545

Reaction notes

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