HCID 68726109, compound → HCID 68728652, compound

HRID 1892067Notes

Reaction equation

HRID 1892067 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([CH3:12])=[CH:7][C:6]([O:13]C)=[CH:5]2>Br.C(O)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9]([C:8]([CH3:12])=[CH:7][C:6]([OH:13])=[CH:5]2)=[CH:10][CH:11]=1

Participants

3

Reactant 1

HCID 68726109HCID 68726109, compound

Product 1

HCID 68728652HCID 68728652, compound

Reagents, catalysts & solvents 1

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidSolvent

Procedure

The suspension of 6-bromo-3-methoxy-1-methyl-naphthalene (3.7 g, 0.015 mol), from Step 4, in 38% HBr-acetic acid (20 mL) was refluxed for 16 h. The mixture was then extracted in ethyl acetate and the extract was basified with 10% sodium hydroxide solution and the layers were separated. The aqueous layer was acidified with dil. HCl and extracted with ethyl acetate. The organic layer was washed with brine, dried and concentrated to give 7-bromo-4-methyl-naphthalen-2-ol, 1.9 g which was used as such in next step.

Workup

  1. extractionThe mixture was then extracted in ethyl acetate
  2. customthe layers were separated
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-15351443488a4c24969cc83793956d1d
Source dataset
uspto-grants-2013_08
Patent number
US08507509B2

Reaction notes

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