Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Methylene-3-quinuclidone | HCID 322973 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Product | HCID 58899552 | HCID 58899552 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07759361B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-f192cefeaa964ae48c0958a4eafe332f |
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| Source note | uspto-grants-2010_07 |
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