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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750083Generated: October 26, 2026

Triethylamine → [(E)-(6-methoxy-2,3-dihydroinden-1-ylidene)amino] methanesulfonate

https://huagongshe.com/reaction/1750083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantOxime-2,3-dihydro-6-methoxy-1H-inden-1-oneHCID 11389720—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product[(E)-(6-methoxy-2,3-dihydroinden-1-ylidene)amino] methanesulfonateHCID 893509217,750%

Reaction Steps

To the solution of intermediate 16 (6.6 g, 37.2 mmol) in CH2Cl2 (120 mL) was added Et3N (20.6 mL, 149 mmol), DMAP (455 mg, 3.73 mmol) and MsCl (4.35 mL, 55.87 mmol). The mixture was stirred at rt overnight. The reaction mixture was washed successively with water, saturated aq NH4Cl, brine, dried over anhydrous MgSO4, filtered and concentrated. The crude product was purified by flash chromatography on silica gel column (elution with PE/CH2Cl2=1:1) to give (E)-6-methoxy-2,3-dihydro-1H-inden-1-one O-methylsulfonyl oxime (intermediate 17) (736 g, 82%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156822B2
Source datasetuspto-grants-2015_10
ORD IDord-fccb115ae67b4acbbabfe096266fff67
Source noteuspto-grants-2015_10