HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 10158467, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 23508107 | HCID 23508107 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10158467 | HCID 10158467 | — |
Reaction Steps
tert-Butyl 6-benzyl-8-(2,4-dichlorophenyl)-3,4,4a,9b-tetrahydro[1]benzofuro[3,2-c]pyridine-2(1H)-carboxylate (0.137 g, 0.270 mmol) was dissolved in CH2Cl2 (5 mL). Trifluoracetic acid (0.44 mL, 5.670 mmol) was added and the reaction mixture was stirred at rt under N2 for 4 h. The reaction mixture was cooled to 0° C. and 25% aqueous NaOH (15 mL) was added. The reaction mixture was partitioned between CH2Cl2 and water. The water layer was extracted with CH2Cl2 (2×). The combined organic layers were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude was purified by chromatography (1% NH4OH, 5.95% CH3OH, 93.05% CH2Cl2), and Example 250 was obtained in 86% yield. MS (ESI+) for C24H21Cl2NO m/z 410.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06762191B2 |
| Source dataset | uspto-grants-2004_07 |
| ORD ID | ord-a2c626b3d5134e968f6d15b31ab66ddd |
| Source note | uspto-grants-2004_07 |