Thionyl Chloride → 6-(Chlorocarbonyl)naphthalen-2-yl acetate

HRID 1534760Notes

Reaction equation

HRID 1534760 reaction equation
S(Cl)([Cl:3])=O.[C:5]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([C:19]([OH:21])=O)[CH:13]=[CH:12]2)(=[O:7])[CH3:6]>CN(C)C=O>[C:5]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([C:19]([Cl:3])=[O:21])[CH:13]=[CH:12]2)(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 870386-(Acetyloxy)-2-naphthalenecarboxylic acid

Product 1

HCID 157248096-(Chlorocarbonyl)naphthalen-2-yl acetate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.0 ml of thionyl chloride and a drop of N,N-dimethylformamide were added to 1.45 g (6.30 mM) of 6-acetoxy-2-naphthoic acid, followed by refluxing for 30 minutes under stirring. Excessive thionyl chloride was distilled off from the above mixture under reduced pressure to obtain 6-acetoxy-2-naphthoyl chloride. ##STR32##

Workup

  1. temperatureby refluxing for 30 minutes
  2. distillationExcessive thionyl chloride was distilled off from the above mixture under reduced pressure

Sources & evidence

ORD record
ord-85492626b61e454484586e96ec679337
Source dataset
uspto-grants-1992_02
Patent number
US05091109

Reaction notes

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