Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 68545203 | HCID 68545203 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | HCID 68541943 | HCID 68541943 | — |
Reaction Steps
To a 100 ml round-bottom flask containing (6aR,9R)-7-phenylcarbamoyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid methyl ester (0.8 g, 2.06 mmol) is added methanol (12 ml), THF (24 ml) and a solution of lithium hydroxide (247 mg) in water (12 ml). The reaction mixture is stirred at room temperature for 20 minutes by which time TLC in 20% methanol/dichloromethane showed complete conversion of starting material. The colour of the crude reaction mixture has changed from light yellow to a violet red. The volatiles are removed in vacuo (leaving only water) and the aqueous solution made acidic with the addition of 1 M HCl. The resulting beige precipitate is filtered at the pump and the filter cake washed with distilled water (50 ml). The filter cake is then dried in a high vacuum oven at 50° C. for 16 hours providing product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07666877B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-2a83e35925d0468c8f756b8399d91ee6 |
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| Source note | uspto-grants-2010_02 |
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