Sodium Hydroxide → HCID 67130559, compound

HRID 855901Notes

Reaction equation

HRID 855901 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[C:4]([C:19]([O:21]C2C=CC=CC=2)=[O:20])[CH:3]=1.[OH-].[Na+]>CO>[F:18][C:15]1[CH:14]=[CH:13][C:12]([C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:2]([OH:1])=[CH:3][C:4]=2[C:19]([OH:21])=[O:20])=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66777967HCID 66777967, compound

Product 1

HCID 67130559HCID 67130559, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product of Step 3 of Example 1, 4-hydroxy-1-(4-fluorophenyl)-2-phenoxycarbonyl naphthalene (10 grm), a 10 weight percent aqueous sodium hydroxide solution (50 mL) and methanol (50 mL) were added to a reaction flask and heated to reflux for 3 hours and then cooled to room temperature. The reaction mixture was poured onto an aqueous solution of 4N hydrochloric acid/ice mixture (approximately 400 mL). A white precipitate formed and was collected by vacuum filtration, washed with water and was air-dried. Recrystallization from ethanol (95 weight percent) gave 1-(4-fluorophenyl)-4-hydroxy-2-naphthoic acid (7 grams).

Workup

  1. temperatureheated
  2. temperatureto reflux for 3 hours
  3. customA white precipitate formed
  4. filtrationwas collected by vacuum filtration
  5. washwashed with water
  6. customwas air-dried
  7. customRecrystallization from ethanol (95 weight percent)

Sources & evidence

ORD record
ord-31d1ac5199d243d4861fcf3d356bac7a
Source dataset
uspto-grants-2007_08
Patent number
US07262295B2

Reaction notes

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