ChemicalBook CAS DataBase List 2-Acetyl-6-bromonaphthalene

2-Acetyl-6-bromonaphthalene synthesis

15synthesis methods

Product Name:2-Acetyl-6-bromonaphthalene
CAS Number:1590-25-6
Molecular formula:C12H9BrO
Molecular Weight:249.1

6-bromo-N-methoxy-N-methyl-2-Naphthalenecarboxamide

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1590-25-6
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Yield: 99%

Reaction Conditions:

with hydrogenchloride in tetrahydrofuran;2-methyltetrahydrofuran;methylmagnesium bromide

Steps:

2.3 Step 3
Step 3 6-bromo-N-methoxy-N-methyl-2-naphthamide (82.9 g, 282 mmol, 1 equiv.) was dissolved in tetrahydrofurane (600 mL) in a 4-neck flask under nitrogen. The reaction mixture was cooled in an ice bath and methyl magnesium bromide (3.2 M in methyl-tetrahydrofurane, 197 mL, 2.2 equiv.) was added drop wise during 1 hour, while maintaining the temperature of the reaction mixture between 10-15° C. The reaction mixture was stirred 30 minutes further in an ice bath. Aqueous hydrochloric acid (2 M, 100 mL) was then carefully added drop wise while cooling on an ice bath. The organic solvent was evaporated and the precipitated product extracted with dichloromethane (500 mL). The solution was dried over sodium sulphate, filtered and concentrated. The solid residue was dried in vacuum at 40° C. yielding 1-(6-bromonaphthalen-2-yl)-ethanone (70.6 g, 99%). Alternative for Preparation of 1-(6-bromonaphthalen-2-yl)ethanone

References:

Vandyck, Koen;Last, Stefaan Julien;Houpis, Ioannis Nicolaos;Raboisson, Pierre Jean-Marie Bernard US2012/219594, 2012, A1

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