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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2091770Generated: October 27, 2026

Potassium tert-butoxide → 1-(Thiomorpholin-4-ylcarbonyl)-5-[4-(2,2,2-trifluoroethyl)phenyl]piperidine-3-carboxylic acid

https://huagongshe.com/reaction/2091770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
ReactantMethyl 1-(thiomorpholin-4-ylcarbonyl)-5-[4-(2,2,2-trifluoroethyl)phenyl]piperidine-3-carboxylateHCID 58116476—
SolventMethanolHCID 887—
Product1-(Thiomorpholin-4-ylcarbonyl)-5-[4-(2,2,2-trifluoroethyl)phenyl]piperidine-3-carboxylic acidHCID 58116521—

Reaction Conditions

Temperature60 °C

Reaction Steps

7.74 g (69.0 mmol) of potassium tert-butoxide were added at RT to a solution of 2.97 g (6.90 mmol) of the compound from Example 44A in methanol (83 ml). The mixture was stirred at 60° C. overnight. For workup, the methanol was removed under reduced pressure, the residue was admixed with water and the mixture was acidified (pH 1) with aqueous 1 N hydrochloric acid solution. The mixture was extracted with ethyl acetate, and the organic phase was dried with magnesium sulphate, filtered and concentrated under reduced pressure. Yield: 2.61 g (76% of theory, purity 84%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440657B2
Source datasetuspto-grants-2013_05
ORD IDord-cb8e0bb9944f4972b8b1f9aa4d50366f
Source noteuspto-grants-2013_05