HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 86616661, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | HCID 68539304 | HCID 68539304 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86616661 | HCID 86616661 | 86% |
Reaction Steps
3-Cyclopropyl-6-(methyloxy)-2-phenyl-1-naphthalenol (152) (0.18 g, 0.62 mmol) was treated with NaH in DMF followed by addition of 4-fluorobenzaldehyde to give 0.21 g (86%) of the title compound (153) as a yellow viscous oil. 1H NMR (400 MHz, CDCl3): δ 0.75-0.85 (m, 4H), 1.60-1.70 (m, 1H), 3.92 (s, 3H), 6.70 (d, J=8.6 Hz, 2H), 7.03 (dd, J1=9.2 Hz, J2=2.4 Hz, 1H), 7.14 (d, J=2.4 Hz, 1H), 7.18-7.28 (m, 6H), 7.62 (d, J=8.7 Hz, 2H), 7.66 (d, J=9.1 Hz, 1H), 9.79 (s, 1H). LCMS (ESI): m/z 395 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07649093B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-3be37440e2fd4d51a38e90d9b2ff3310 |
| Source note | uspto-grants-2010_01 |