Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512920Generated: October 30, 2026

Acetic Acid → 2-[2-(2-{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-2-hydroxy-ethoxy)-phenyl]-propan-2-ol

https://huagongshe.com/reaction/512920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(2-Hydroxypropan-2-yl)phenolHCID 827955—
Reactant7-Chloro-2-[(E)-2-(3-oxiranyl-phenyl)-vinyl]-quinolineHCID 86720731—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-[2-(2-{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-2-hydroxy-ethoxy)-phenyl]-propan-2-olHCID 8672073246.7%

Reaction Conditions

Temperature125 °C

Reaction Steps

To a stirred solution of epoxide 30 (10.0 g, 32.57 mmol) in DMF (30 ml) was added alcohol 31 (7.425 g, 48.85 mmol), potassium carbonate (8.99 g, 65.14 mmol). The reaction mixture was stirred overnight at 120-130° C. The resulted mixture was treated with 10% aq. acetic acid, diluted further with water followed by usual workup in ethyl acetate and FC to give diol 32 (7.0 g, 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102665B2
Source datasetuspto-grants-2015_08
ORD IDord-b93abc29ee7a4ad08b3fb18378423ee9
Source noteuspto-grants-2015_08