Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | HCID 59000792 | HCID 59000792 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59000769 | HCID 59000769 | — |
Reaction Steps
Trifluoroacetic anhydride (36 μL, 0.252 mmol) was added dropwise via syringe to a solution of 61 (100 mg, 0.229 mmol) and NEt3 (70 μL, 0.504 mmol) in THF (10 mL) at 0° C. The reaction mixture was stirred at ambient temperature for 48 h. Water was added, the layers were separated, and the aqueous layer was extracted with EtOAc. The organic layers were pooled, washed with brine, dried (MgSO4), filtered, and concentrated in vacuo to provide a yellow oil. Purification by flash chromatography (silica gel, 20% EtOAc/hexane) provided the title compound. 1H NMR (DMSO-d6) δ 0.74 (t, J=7.2 Hz, 3H), 0.94 (t, J=7.4 Hz, 3H), 1.78 (m, 2H), 3.03 (t, J=7.3 Hz, 2H), 3.59 (m, 6H), 3.75 (m, 4H), 7.02 (s, 1H), 7.48 (m, 5H). Mass Spectrum (ESI+) m/e=419.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07300932B2 |
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| Source dataset | uspto-grants-2007_11 |
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| ORD ID | ord-d1d096eea2bf48e786a256d968623a0f |
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| Source note | uspto-grants-2007_11 |
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