Acetyl chloride → 1-(4-Bromonaphthalen-1-yl)ethanone

Reaction equation

[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]([OH:14])=O)=[CH:4][CH:3]=1.Br[C:16]1C2C(=CC=CC=2)C=CC=1.C(Cl)(=O)C>>[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12](=[O:14])[CH3:16])=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 6367Acetyl chloride

HCID 70011-Bromonaphthalene

HCID 2825914-Bromo-1-naphthoic acid

Product 1

HCID 2305841-(4-Bromonaphthalen-1-yl)ethanone

Procedure

The 4-bromo-1-naphthoic acid required as starting material according to the process according to the invention has already been described in the literature. It can, for example, be prepared in a simple manner by reacting 1-bromonaphthalene with acetyl chloride in a Friedel-Crafts reaction to give 4-bromo-1-acetylnaphthalene (see K. Dziewouski and L. Sternback, Bull. acad. polonaise A, 1931, 59 to 68, or T. L. Jacobs, S. Winstein, J. W. Ralls and J. H. Robson Journ. org. chem. 11 (1946), 27-33) and by oxidation of the latter compound with hypochlorite [see T. L. Jacobs et. al, see above, or N. J. Leonard and A. M. Hyson, J. Am. chem. soc. 71 (1949), 1963].