HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 66753308, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(Cyclopropylmethoxy)-3-methoxybenzaldehyde | HCID 43560407 | — |
| Reactant | HCID 66753592 | HCID 66753592 | — |
| Reactant | HCID 87135769 | HCID 87135769 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 66753308 | HCID 66753308 | — |
Reaction Steps
A stirred suspension of Step 2 intermediate (1.0 g, 2.096 mmol) in dry DMSO (12 ml) was treated with NaH (92 mg, 2.306 mmol) and 2-(cyclopropylmethoxy)-3-methoxybenzaldehyde (475 mg, 2.306 mmol) according to the procedure described in Step 3, Intermediate 2 to yield a crude solid which was purified by column chromatography using 2% ethyl acetate in DCM to afford 260 mg of the desired compound as an off-white solid; 1H NMR (300 MHz, DMSO-d6) δ 0.31-0.32 (m, 2H), 0.53-0.55 (m, 2H), 1.18-1.22 (m, 1H), 2.66 (s, 3H), 3.73-3.76 (m, 2H), 3.79 (s, 3H), 6.15 (s, 1H), 6.97-7.13 (m, 4H), 7.30-7.33 (m, 1H), 8.07 (d, J=16.2 Hz 1H); ESI-MS (m/z) 369.26 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119647B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-e2d0f98cdd3948c8895dcdc955236171 |
| Source note | uspto-grants-2012_02 |