Acetyl chloride → 2-Acetylnaphthalene

HRID 840009Notes

Reaction equation

HRID 840009 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-].[N+]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([O-])=O>>[C:1]([C:14]1[CH:15]=[CH:16][C:17]2[C:12](=[CH:17][CH:12]=[CH:13][CH:14]=2)[CH:13]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 7416NitrobenzeneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 71222-Acetylnaphthalene

Procedure

One such method by which they can be prepared involves the reaction of an unsubstituted or substituted naphthalene with acetyl chloride in nitrobenzene in the presence of about three molar equivalents of aluminum chloride to afford the corresponding 2-acetylnaphthalene derivative. The resulting derivative is heated with morpholine in the presence of sulfur at 150° C; the resulting product is refluxed with concentrated hydrochloric acid to furnish the corresponding 2-naphthylacetic acid derivative.

Workup

  1. customOne such method by which they can be prepared

Sources & evidence

ORD record
ord-28c26581dbf44e91b9afe7f07ea7dc12
Source dataset
uspto-grants-1978_06
Patent number
US04097674

Reaction notes

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