Methanol → 1-Naphthalenecarboxylic acid, 6-methoxy-5-(trifluoromethyl)-

HRID 280485Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:4]([C:15]([F:18])([F:17])[F:16])=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([C:13]#N)=[CH:8][CH:7]=[CH:6]2.[OH-:19].[K+].C[OH:22]>O>[CH3:1][O:2][C:3]1[C:4]([C:15]([F:18])([F:17])[F:16])=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([C:13]([OH:22])=[O:19])=[CH:8][CH:7]=[CH:6]2

Participants

Conditions

Temperature: 130 °C

Procedure

A solution of 0.5 g of 6-methoxy-5-trifluoromethyl-1-cyanonaphthalene and 0.6 g of potassium hydroxide in 25 ml of a 20/5 mixture of methanol and water was charged into an autoclave, heated to 130° C. and stirred for 5-6 hours at an internal pressure of 90-100 psi. The reaction mixture was then cooled and worked up to provide a 98% recovered yield of 100% pure 6-methoxy-5-trifluoromethyl-1-naphthoic acid.

Workup

additionwas charged into an autoclave
temperatureThe reaction mixture was then cooled
customto provide a 98%

Sources & evidence

ORD record: ord-0f60e848c4e64fc088b2a7431522c140
Source dataset: uspto-grants-1986_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04590010

Reaction notes

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