Water → HCID 613822, compound

HRID 2085003Notes

Reaction equation

HRID 2085003 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([OH:12])[CH:8]=2)[CH:3]=1.[OH-].[K+].Br[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].O>C(O)C>[Br:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH3:16])[CH:8]=2)[CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 89191-BromododecaneHCID 14797Potassium HydroxideHCID 271446-Bromo-2-naphthalenol

Product 1

HCID 613822HCID 613822, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

22.29 g (0.1 mol) of 2-bromo-6-naphthol, 11.22 g (0.2 mol) of potassium hydroxide, and 32.36 g (0.13 mol) of 1-bromododecane were dissolved in ethanol (300 ml), and the solution was refluxed for 8 hr. Thereafter, water was added thereto, the mixture was cooled, and the resultant precipitate was collected by filtration and washed with a sodium hydroxide solution and then with water. The crude product thus obtained was recrystallized from ethyl acetate to give 2-bromo-6-dodecyloxynaphthalene.

Workup

  1. temperaturethe solution was refluxed for 8 hr
  2. temperaturethe mixture was cooled
  3. filtrationthe resultant precipitate was collected by filtration
  4. washwashed with a sodium hydroxide solution
  5. customThe crude product thus obtained
  6. customwas recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-5442c3ea6c9c470eab9c8b7691cb08fc
Source dataset
uspto-grants-2004_04
Patent number
US06720039B1

Reaction notes

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