Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 24983794 | HCID 24983794 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 24984260 | HCID 24984260 | 78.6% |
Reaction Steps
3-(4′-Fluoro-biphenyl-4-ylmethyl)-1,9,12-trioxa-3-aza-dispiro[4.2.4.2]tetradecan-2-one (50 mg, 0.126 mmol) and 10% HCl (2 mL) were mixed in THF. The reaction mixture was heated at 60° C. for 3 hours. The reaction mixture was quenched with saturated NaHCO3 aqueous solution until PH=8. THF was removed under reduced pressure, and the aqueous phase was extracted with DCM (3×3 mL). The combined organic phases were dried over anhydrous sodium sulfate and condensed in vacuo. The residue was purified on silica gel eluting with 10˜35% ethyl acetate in hexane to give the product as a white solid (35 mg, 78%). 1H NMR (300 MHz, CDCl3): δ (ppm) 7.57 (m, 4H), 7.36 (d, 2H), 7.14 (t, 2H), 4.84 (s, 2H), 3.96 (m, 2H), 3.18 (s, 2H), 2.01 (m, 4H), 1.83 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07485722B2 |
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| Source dataset | uspto-grants-2009_02 |
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| ORD ID | ord-8157fbe5fbd340c3ad3239632a7f08d0 |
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| Source note | uspto-grants-2009_02 |
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