Isobutyryl chloride → 6,7-dimethoxy-2-isobutyrylnaphthalene

HRID 1070668Notes

Reaction equation

HRID 1070668 reaction equation
[CH3:1][O:2][C:3]1[C:12]([O:13][CH3:14])=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1.[C:15](Cl)(=[O:19])[CH:16]([CH3:18])[CH3:17].[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[CH3:14][O:13][C:12]1[CH:11]=[C:10]2[C:5](=[CH:4][C:3]=1[O:2][CH3:1])[CH:6]=[C:7]([C:15](=[O:19])[CH:16]([CH3:18])[CH3:17])[CH:8]=[CH:9]2

Participants

5

Reactant 3

HCID 62325Isobutyryl chlorideHCID 6047082,3-DimethoxynaphthaleneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 114142376,7-dimethoxy-2-isobutyrylnaphthalene

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The solution of 2,3-dimethoxynaphthalene (16.5 g ), isobutyroylchloride (12.5 g) and aluminum chloride (15.7 g) in methylene chloride (200 ml) was stirred at ambient temperature overnight. The solution was then washed with saturated sodium bicarbonate and water, dried with sodium sulfate and evaporated. Finally the crude product was triturated with ether. Yield: 13.5 g, melting point 103-105° C.

Workup

  1. washThe solution was then washed with saturated sodium bicarbonate and water
  2. dry with materialdried with sodium sulfate
  3. customevaporated
  4. customFinally the crude product was triturated with ether

Sources & evidence

ORD record
ord-73fdc15dc46c40ffafb067fddaaf97bf
Source dataset
uspto-grants-2005_06
Patent number
US06903114B2

Reaction notes

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