Hydrochloric Acid → 4-Hydroxymethylnaphthoic Acid

HRID 1166736Notes

Reaction equation

HRID 1166736 reaction equation
Br[CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([OH:15])=[O:14])=[CH:5][CH:4]=1.Cl.C([O-])([O-])=[O:18].[K+].[K+]>>[OH:18][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([OH:15])=[O:14])=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 109783504-(bromomethyl)naphthalene-1-carboxylic Acid

Product 1

HCID 111064024-Hydroxymethylnaphthoic Acid

Procedure

4-Bromomethylnaphthoic acid (16 g, 160 mmol) in an aqueous solution of K2CO3 (10%, 100 mL) was stirred at 70° C. for 30 minutes. The reaction mixture was cooled and made acidic with conc. HCl. The resulting precipitate was filtered and dried to give the desired product as a yellow solid in quantitative yield.

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationThe resulting precipitate was filtered
  3. customdried

Sources & evidence

ORD record
ord-646701a24d7941ca80c2462ec2eaa0ca
Source dataset
uspto-grants-2003_09
Patent number
US06613942B1

Reaction notes

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