Hydrochloric Acid → 2-Naphthol

HRID 1009841Notes

Reaction equation

HRID 1009841 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].NC(N)=S.C[O:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1.Cl>>[OH:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 71192-MethoxynaphthaleneHCID 2723790ThioureaHCID 6451240Aluminum(III) Chloride

Product 1

HCID 86632-NaphtholYield 89.5%

Conditions

Temperature
90 °C

Procedure

To a mixture of 5.32 g (40 mmol) of aluminium chloride and 1.52 g (20 mmol) of thiourea 3.16 g (20 mmol) of 2-methoxynaphtalene of the formula (VII) is added. The reaction mixture is heated to 90° C. and maintained at this temperature for 1 hour. The mixture is then cooled to room temperature and 20 ml of 5 wt % hydrochloric acid is added. The precipitated product is filtered, washed and dried to give 2.58 g (89.5 %) of 2-hydroxynaphthalene.

Workup

  1. additionis added
  2. temperaturemaintained at this temperature for 1 hour
  3. temperatureThe mixture is then cooled to room temperature
  4. filtrationThe precipitated product is filtered
  5. washwashed
  6. customdried

Sources & evidence

ORD record
ord-34faf8b840b24bfd806d48331b275976
Source dataset
uspto-grants-2011_07
Patent number
US07973185B2

Reaction notes

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