Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 59180401 | HCID 59180401 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59180386 | HCID 59180386 | 79.3% |
Reaction Steps
To a solution of 37 (340.0 mg; 0.80 mmol) in tetrahydrofuran (16 mL) was added aqueous hydrochloric acid (5 mL; 10 mmol; 2N). The reaction mixture was heated at 75° C. for 4 hours, and then additional aqueous hydrochloric acid (3.0 mL; 6N) was added and the reaction mixture further heated at reflux for 4-5 hours. The reaction mixture was allowed to cool to room temperature and then extracted with ethyl acetate (15 mL). The organic layer was separated, dried over magnesium sulfate, filtered, and concentrated under reduced pressure to yield an off-white residue which was triturated from diisopropyl ether to yield the title product as a white solid (240 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08178699B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-72edca6a320a485cad979328858108dd |
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| Source note | uspto-grants-2012_05 |
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