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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2291470Generated: October 31, 2026

Carbon Dioxide → 3-Ethyl 5-hydrogen 2,6-bis(trifluoromethyl)-4-chloro-3,5-pyridinedicarboxylate

https://huagongshe.com/reaction/2291470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon DioxideHCID 280—
ReactantHydrochloric AcidHCID 313—
ReactantLithium diisopropylamideHCID 2724682—
Reactant4-Chloro-2,6-bis-trifluoromethyl-nicotinic acid ethyl esterHCID 13882877—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-Ethyl 5-hydrogen 2,6-bis(trifluoromethyl)-4-chloro-3,5-pyridinedicarboxylateHCID 1401378337.6%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a -78° C. solution of LDA (0.128 mol) in 85 ml of DME was added a solution of 18.28 g (0.057 mol) of product of Example 9 in 20 ml of DME. The reaction mixture was stirred at -78° C. for 1 hour. To the above solution was added excess of dry ice. After stirring at -78° C. the reaction mixture was warmed to room temperature in 1 hour and poured into 250 ml of water containing 50 ml of concentrated HCl. The oil precipitate was extracted into ether. The ether extract was extracted with saturated NaHCO3. The basic extract was made acidic with concentrated HCl. The oil precipitate was extracted into ether. The ether solution was dried (MgSO4) and concentrated in vacuo to give 7.81 g (37.6%) of product as a solid; mp 113°-115° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04797149
Source datasetuspto-grants-1989_01
ORD IDord-f8ee972e1ba040d6bbe47d65c9c4ff49
Source noteuspto-grants-1989_01