Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524390Generated: October 26, 2026

Methanol → (4-Cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acid

https://huagongshe.com/reaction/524390

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantLithium HydroxideHCID 3939—
ReactantTetrahydrofuranHCID 8028—
Reactant(4-Cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acid ethyl esterHCID 59610050—
SolventWaterHCID 962—
Product(4-Cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acidHCID 5961002086.4%

Reaction Conditions

Temperature25 °C

Reaction Steps

To (4-cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acid ethyl ester (23.2 g, 62.87 mmol) was added a solution of lithium hydroxide (13.0 g, 314.36 mmol) in water (150 mL) followed by THF (200 mL) and methanol (10 mL) and stirred for 2 hours at 25° C. Organic solvents were evaporated from the reaction mixture and aqueous layer was acidified 1N HCl, extracted with ethyl acetate (3×200 mL), organic layer was washed with brine solution, dried over anhydrous sodium sulfate, and washed concentrated under reduced pressure to provide (4-cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acid (18.49 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340506B2
Source datasetuspto-grants-2016_05
ORD IDord-9288fb730fc4459aab543add596c1c80
Source noteuspto-grants-2016_05