Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | HCID 57941426 | HCID 57941426 | — |
| Solvent | Ethanethiol | HCID 6343 | — |
| Product | HCID 57941410 | HCID 57941410 | 85.6% |
Reaction Steps
A solution of aluminum chloride (2.40 g, 18.0 mmol) in ethanethiol (20 mL) was cooled to 0° C. and (4S,7R)-2-(4-methoxy-phenyl)-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (Intermediate 40; 2.00 g, 6.7 mmol) was added. The flask was capped and the reaction mixture was stirred at 0° C. for about 20 min and then at room temperature for 2 h. The solution was added to water (100 mL) with vigorous stirring and the resulting mixture was acidified to pH 1-2 with 1 M HCl. The resulting solid was filtered off, washed with water and then hexanes, air-dried and then dried under vacuum to give (4S,7R)-2-(4-hydroxy-phenyl)-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (1.63 g, 85%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07622492B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-b47c77b3b45346daaab85393e173c471 |
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| Source note | uspto-grants-2009_11 |
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