Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl isocyanate | HCID 76639 | — |
| Reactant | 3-isobutyl-3-phenyl-4,5,6,7-tetrahydrofuro[3,4-c]pyridin-1(3H)-one | HCID 89614774 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89615827 | HCID 89615827 | 68% |
Reaction Steps
Benzyl isocyanate (0.02 9 g, 0.22 mmol) was added to a solution of 3-phenyl-3-isobutyl-4,5,6,7-tetrahydrofuro[3,4-c]pyridin-1(3H)-one (0.05 g, 0.184 mmol prepared in a manner analogous to compound 2) in dichloromethane (5 mL) and was stirred at room temperature for 1 h. The solvent was removed and the resulting residue was purified on silica to give the desired product (0.051 g, 68%). 1H NMR (300 MHz, CHLOROFORM-d) δ ppm 0.85 (d, J=6.40 Hz, 3H), 0.89-0.98 (m, 3H), 1.65 (ddd, J=13.56, 6.78, 4.90 Hz, 1H), 1.73-1.87 (m, 1H), 2.24-2.40 (m, 3H), 3.27 (ddd, J=13.56, 7.35, 5.09 Hz, 1H), 3.54 (dt, J=13.66, 5.23 Hz, 1H), 3.92 (dt, J=18.84, 2.64 Hz, 1H), 4.40 (d, J=5.65 Hz, 2H), 4.49 (dt, J=19.12, 2.12 Hz, 1H), 5.00 (t, J=5.46 Hz, 1H), 7.21-7.42 (m, 10H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150582B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-2f5f2330e9ee46e3bb14a5eba1bbc2ef |
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| Source note | uspto-grants-2015_10 |
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