Potassium Hydroxide → 6-(Benzyloxy)naphthalene-2-carboxylic acid

HRID 48115Notes

Reaction equation

HRID 48115 reaction equation
C([O:8][C:9]([C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:17]=2)[CH:12]=1)=[O:10])C1C=CC=CC=1.[OH-].[K+]>O.C(O)C>[CH2:22]([O:21][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[CH:12]=[C:11]([C:9]([OH:10])=[O:8])[CH:20]=[CH:19]2)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 23074383Benzyl 6-(benzyloxy)-2-naphthoate

Product 1

HCID 144384186-(Benzyloxy)naphthalene-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

A solution of 6-benzyloxy -naphthalene-2-carboxylic acid benzyl ester (52) (1 equi.) and potassium hydroxide (3.5 equi.) in water-ethanol (1:1) (25 mL/mmole) was stirred at 80 C temperature for 2 h., cooled to room temperature and quenched with hydrochloric acid (5%), filtered resulted white solid, washed with water, and dried under vacuum to 6-benzyloxy-naphthalene-2-carboxylic acid (53) as a white solid (81%).

Workup

  1. customquenched with hydrochloric acid (5%)
  2. filtrationfiltered
  3. customresulted white solid
  4. washwashed with water
  5. dry with materialdried under vacuum to 6-benzyloxy-naphthalene-2-carboxylic acid (53) as a white solid (81%)

Sources & evidence

ORD record
ord-4309ecd8d5214d2bb39447e6a3426610
Source dataset
uspto-grants-2004_03
Patent number
US06703082B1

Reaction notes

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