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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2209577Generated: October 26, 2026

Thionyl Chloride → (9S, 10S)-2-Chloro-9,10-dihydro-9,10-methano-9-anthracenecarbonyl chloride

https://huagongshe.com/reaction/2209577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(9S,10S)-2-chloro-9,10-dihydro-9,10-methano-9-anthracenecarboxylic acidHCID 67637562—
SolventTolueneHCID 1140—
Product(9S, 10S)-2-Chloro-9,10-dihydro-9,10-methano-9-anthracenecarbonyl chlorideHCID 57139020100.3%

Reaction Steps

To a stirred suspension of (9S, 10S)-2-chloro-9,10-dihydro-9,10-methano-9-anthracenecarboxylic acid (1.0 g, 3.62 mmol), prepared as described in Example 109a, in toluene (10 mL) was added thionyl chloride (0.29 mL, 3.98 mmol). After refluxing for 1.5 h, the mixture was concentrated to give the title compound as a light yellow solid (1.05 g, quant.); MS(CI): 289 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05455246
Source datasetuspto-grants-1995_10
ORD IDord-a462e78a8c5941c2bb4bb1ab41df553e
Source noteuspto-grants-1995_10