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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249043Generated: October 29, 2026

Triethylamine → 1-(2-(3(R)-(3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl)-3-(methylsulfonyloxy)propyl)phenyl)ethanone

https://huagongshe.com/reaction/249043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantSodium BicarbonateHCID 516892—
Reactant3-(2-Acetylphenyl)-1(R)-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)propanolHCID 54138971—
SolventDichloromethaneHCID 6344—
Product1-(2-(3(R)-(3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl)-3-(methylsulfonyloxy)propyl)phenyl)ethanoneHCID 53693862—

Reaction Conditions

Temperature-40 °C

Reaction Steps

At -40° C., methanesulfonyl chloride (1.25 mL, 16.2 mmol) and Et3N (2.8 mL, 20 mmol) were added successively to a solution of the hydroxyketone of Step 4 (6.157 g, 13.44 mmol) in 135 mL of CH2Cl2 and the mixture was stirred at -40° C. for 30 min., then at 0° C. for an hour. A saturated solution of NaHCO3 was added and the title mesylate was extracted into CH2CL2, dried over Na2SO4, concentrated and the remaining traces of water were co-evaporated twice with toluene. This mesylate was used as such in Step 7.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05212180
Source datasetuspto-grants-1993_05
ORD IDord-048dc8e7b6bc4fb08bbb7bc151c81c2f
Source noteuspto-grants-1993_05