Methanol → 6-Methoxy-5-(pentafluoroethyl)naphthalene-1-carboxylic acid

HRID 478078Notes

Reaction equation

HRID 478078 reaction equation
[CH3:1][O:2][C:3]1[C:4]([C:15]([F:21])([F:20])[C:16]([F:19])([F:18])[F:17])=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([C:13]#N)=[CH:8][CH:7]=[CH:6]2.[OH-:22].[K+].C[OH:25]>>[CH3:1][O:2][C:3]1[C:4]([C:15]([F:21])([F:20])[C:16]([F:19])([F:18])[F:17])=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([C:13]([OH:25])=[O:22])=[CH:8][CH:7]=[CH:6]2

Participants

4

Reactant 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 139590756-Methoxy-5-(pentafluoroethyl)naphthalene-1-carbonitrile

Product 1

HCID 139590766-Methoxy-5-(pentafluoroethyl)naphthalene-1-carboxylic acid

Procedure

The crude 6-MPCN product of Example I was dissolved in 135 ml of methanol and 40 ml of a potassium hydroxide solution (4.5 g of KOH in 40 ml of water) and heated to 125° C./70 psi for seven hours. The reaction mixture was then worked up and acidified to yield 6.6 g of 6-methoxy-5-pentafluoroethyl-1-naphthoic acid.

Sources & evidence

ORD record
ord-8868404a65484fa79f24df5089d0d898
Source dataset
uspto-grants-1989_12
Patent number
US04889951

Reaction notes

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