Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Peracetic Acid | HCID 6585 | — |
| Reactant | HCID 44580723 | HCID 44580723 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67185241 | HCID 67185241 | 20% |
Reaction Steps
To a stirred solution of Example 323 (0.013 g, 0.028 mmol) in DCM (1.0 mL) was added peracetic acid (0.010 mL, 36-40 wt % in acetic acid, 0.055-0.061 mmol). The reaction mixture was stirred at r.t. for 150 minutes and then additional peracetic acid (0.040 mL, 36-40 wt % in acetic acid, 0.214-0.238 mmol) was added. After 46 h, the reaction mixture was concentrated in vacuo. Purification by preparative HPLC (Method 6) gave the title compound (0.003 g, 20%) as a white solid. δH (CDCl3) 8.19-8.13 (2H, m), 7.98 (1H, d, J 1.9 Hz), 7.78 (1H, s), 7.66 (1H, s), 7.32-7.27 (1H, m), 7.20-7.14 (2H, m), 6.97 (1H, d, J 8.5 Hz), 5.42 (1H, s), 5.33 (2H, s), 4.37-4.31 (2H, m), 4.23-4.17 (2H, m), 2.89 (2H, s), 1.41 (6H, s). LCMS (ES+) 489 (M+H)+, RT 2.48 minutes (Method 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08242116B2 |
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| Source dataset | uspto-grants-2012_08 |
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| ORD ID | ord-9d13633afafb4f59ae8d73aa4269b24d |
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| Source note | uspto-grants-2012_08 |
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