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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2356374Generated: November 1, 2026

Water → HCID 58899552, compound

https://huagongshe.com/reaction/2356374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant2-Methylene-3-quinuclidoneHCID 322973—
CatalystTetrabutylammonium BromideHCID 74236—
ProductHCID 58899552HCID 58899552—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of 2-methylene-3-quinuclidinone (0.5 g, 0.0028 mol) in water (6 ml) indoline (0.66 g, 0.0057 mol), triethylamine (0.84 g, 0.0084 mol) and tetra-n-butyl ammonium bromide (90 mg, 0.00028 mol) were added and the reaction mixture were allowed to stir at 80° C. for 18-20 h. The reaction mixture was quenched with ice-cold water (20 ml), extracted with dichloromethane (3×50 ml), the organic layers were washed with brine and dried over sodium sulphate, filtered and concentrated to get the crude product which was purified as greenish yellow solids (125 mg, 17%) by column chromatography on neutral silica gel using chloroform as eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759361B2
Source datasetuspto-grants-2010_07
ORD IDord-f192cefeaa964ae48c0958a4eafe332f
Source noteuspto-grants-2010_07