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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 870049Generated: October 29, 2026

Diethyl Ether → 2,5-dichloro-4-[(3-chlorophenyl)(tetrahydro-2H-pyran-2-yloxy)methyl]thiophene-3-carboxylic acid

https://huagongshe.com/reaction/870049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTetrahydrofuranHCID 8028—
Reactant2-[(4-bromo-2,5-dichloro-3-thienyl)(3-chlorophenyl)methoxy]tetrahydro-2H-pyranHCID 57900984—
Product2,5-dichloro-4-[(3-chlorophenyl)(tetrahydro-2H-pyran-2-yloxy)methyl]thiophene-3-carboxylic acidHCID 57900975—

Reaction Steps

2-[(4-Bromo-2,5-dichloro-3-thienyl)(3-chlorophenyl)methoxy]tetrahydro-2H-pyran from Example 8, Step 2 (334 mg, 0.731 mmol) was reacted under conditions similar to Example 1, Step 6 (Et2O was used as a solvent instead of THF; reaction was quenched with 25% aq. NH4OAc instead of 1N HCl). The crude was purified by chromatography on silica gel (50:50 EtOAc/hexane containing 0.25% AcOH) to afford the desired product as a white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969394B2
Source datasetuspto-grants-2015_03
ORD IDord-a163734ff2274731bb2c106f3be94af7
Source noteuspto-grants-2015_03