Ethanol → 1-(2,2,2-Trifluoroethoxy)-2-Naphthoic Acid

HRID 1973188Notes

Reaction equation

HRID 1973188 reaction equation
[F:1][C:2]([F:20])([F:19])[CH2:3][O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1[C:15]([O:17]C)=[O:16].[OH-].[K+].C(O)C>O>[F:1][C:2]([F:19])([F:20])[CH2:3][O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1[C:15]([OH:17])=[O:16]

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 21493172Methyl 1-(2,2,2-trifluoroethoxy)naphthalene-2-carboxylate

Product 1

HCID 214931531-(2,2,2-Trifluoroethoxy)-2-Naphthoic Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 10 g. (35 mmoles) of methyl 1-(2,2,2-trifluoroethoxy)-2-naphthoate, 2.9 g., (42 mmoles) of potassium hydroxide, 50 ml. of ethanol and 40 ml. of water is refluxed for one hour, chilled and acidified. The fluffy precipitate is collected, water washed, and air-dried. It is purified by recrystallization first from chloroform and then from aqueous alcohol, m.p. 171.5°-172° C.

Workup

  1. additionA mixture of 10 g
  2. temperaturechilled
  3. customThe fluffy precipitate is collected
  4. washwater washed
  5. customair-dried
  6. customIt is purified by recrystallization first from chloroform

Sources & evidence

ORD record
ord-7aeb48dd48134ebea64d7748f1e929a7
Source dataset
uspto-grants-1976_12
Patent number
US03996280

Reaction notes

Loading…