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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 492269Generated: October 30, 2026

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

https://huagongshe.com/reaction/492269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant6-(Acetyloxy)-2-naphthalenecarboxylic acidHCID 87038—
CatalystDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product6-(Chlorocarbonyl)naphthalen-2-yl acetateHCID 15724809100%

Reaction Conditions

Temperature50 °C

Reaction Steps

1 g (0.1 mole) of 2-acetoxy-6-naphthoic acid, 0.1 g of N,N-dimethylformamide and 185 g of tetrahydrofuran were fed into. 300 ml-glass container. To this mixture, 23.9 g of thionyl chloride was added dropwise at room temperature under stirring. Then, the reaction was heated to 50° C. and kept at this temperature for 30 minutes. From the resulting mixture, tetrahydrofuran and the excess thionyl chloride were distilled out using a rotary evaporator to give 24.9 g (0.1 mole) of 2-acetoxy-6-naphthoic acid chloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531691B2
Source datasetuspto-grants-2009_05
ORD IDord-3edf50f6bc924ca6bb59fa5fc035d649
Source noteuspto-grants-2009_05