HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanol → HCID 67411654, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanol | HCID 7966 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | (R)-4-(6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-one | HCID 51066623 | — |
| Product | HCID 67411654 | HCID 67411654 | 52% |
Reaction Steps
The compound was prepared in a manner similar as to that described above using (R)-4-(6-hydroxynaphthalen-2-yl)-4-methyloxazolidin-2-one (2.0 g, 0.0082 mol), cyclohexanol, 4-(1-methylethyl)-(1.3 g, 0.0090 mol), triphenylphosphine (2.6 g, 0.0099 mol), tetrahydrofuran (45 mL, 0.55 mol), and diisopropyl azodicarboxylate (2.0 g, 0.0099 mol) to give 1.6 g of the desired product as a yellow solid (52%). ESI-MS: 368 (M+H)+. 1H NMR (400 MHz, CDCl3) δ=7.81-7.59 (m, 2 H), 7.49-7.30 (m, 1 H), 7.22-7.04 (m, 2 H), 6.88-6.64 (m, 1 H), 4.66 (br. s., 1 H), 4.40 (s, 2 H), 4.34-4.18 (m, 1 H), 2.29-2.07 (m, 2 H), 1.91-1.69 (m, 6 H), 1.64-1.09 (m, 5 H), 0.96-0.69 (m, 6 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08269043B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-3d4adf1b21de49f9b5339891f4514b15 |
| Source note | uspto-grants-2012_09 |