Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | HCID 19001281 | HCID 19001281 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 19001264 | HCID 19001264 | — |
Reaction Steps
13.7 9 of 2,3-dihydro-2-[2-(p-toluenesulfonyloxy)ethyl]-5-(4-methoxyphenyl)-6-methylpyrrolo[1,2,3-de]-1,4-benzoxazine (preparation see Example 1F)) were dissolved in 50 ml of hot dimethyl sulfoxide under a nitrogen atmosphere. 2.2 g of potassium cyanide were added to the reaction mixture heated at 80° C. and the mixture was stirred for a further 6 hours. For work-up, the reaction mixture was poured into ice-water after cooling. The resulting brown solid was filtered out and dissolved in dichloromethane. The organic solution was washed with water, dried and evaporated. The crude product remaining as a residue was purified by column chromatography using dichloromethane as an eluent. 9.1 g of 2,3-dihydro-2-(2-cyanoethyl)-5-(4-methoxyphenyl)-6-methyl-pyrrolo[1,2,3-de]-1,4-benzoxazine were obtained as a white solid having a melting point of 113° to 14° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05474988 |
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| Source dataset | uspto-grants-1995_12 |
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| ORD ID | ord-ac3447f35c6b40e3ad4dfc29e1c1803d |
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| Source note | uspto-grants-1995_12 |
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