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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2083751Generated: October 25, 2026

Propionic Acid → 4-(2-Chloro-9-xanthenylidene)-1-methylpiperidine maleate

https://huagongshe.com/reaction/2083751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionic AcidHCID 1032—
ReactantSodium HydroxideHCID 14798—
Reactant9H-Xanthen-9-ol, 2-chloro-9-(1-methyl-4-piperidinyl)-HCID 11809663—
ReactantSulphobenzoic anhydrideHCID 13795534—
SolventWaterHCID 962—
Product4-(2-Chloro-9-xanthenylidene)-1-methylpiperidine maleateHCID 70613469—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 12.5 g. (0.038 m.) of the xanthene-9-ol, 14.0 g. (0.76 m.) of o-sulfobenzoic anhydride and 380 ml. of propionic acid is refluxed for three hours. The reaction mixture is heated in vacuo at 100° C. and the resulting syrup is dissolved in water, made strongly basic with 40% sodium hydroxide solution, extracted with ether, and the dried extract is evaporated. The residual free base is dissolved in ethyl acetate and maleic acid (4.4 g.) is added to yield 4-(2-chloro-9-xanthenylidene)-1-methylpiperidine maleate, m.p. 206°-207° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04086350
Source datasetuspto-grants-1978_04
ORD IDord-2c4b050a73984c9c8316ee23d073ec72
Source noteuspto-grants-1978_04