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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36612Generated: October 26, 2026

Triethylamine → 4-(9,10-Dihydro-10-methyl-9-acridinyl)-1-(2,2,2-trichloroethyloxycarbonyl)piperidine

https://huagongshe.com/reaction/36612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,2,2-Trichloroethyl chloroformateHCID 87063—
Reactant9,10-Dihydro-10-methyl-9-(1-methyl-4-piperidinyl)acridineHCID 14175799—
SolventTolueneHCID 1140—
Product4-(9,10-Dihydro-10-methyl-9-acridinyl)-1-(2,2,2-trichloroethyloxycarbonyl)piperidineHCID 15289479—

Reaction Steps

Trichloroethyl chloroformate (1.06 mL, 7.7 mmol) is added over a 10 minute period to a solution of 9,10-dihydro-10-methyl-9-(1-methyl-4-piperidinyl)acridine (453 mg, 1.55 mmol) [(Tetrahedron Letters, 29, 5701 (1988)] and triethylamine (649 μl, 4.65 mmol) in 20 mL of dry toluene at 85° C. The reaction is worked up after 30 minutes by extracting with EtOAc and washing with a 10% NaOH solution. The crude product is obtained after the solvent is removed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05416087
Source datasetuspto-grants-1995_05
ORD IDord-9e0dd83f798f4dbe8b7f1a52e3c99f19
Source noteuspto-grants-1995_05