HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 66753905, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(Cyclopropylmethoxy)-3-methoxybenzaldehyde | HCID 43560407 | — |
| Reactant | HCID 87135491 | HCID 87135491 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 66753905 | HCID 66753905 | — |
Reaction Steps
A stirred suspension of Step 2 intermediate (1.0 g, 2.00 mmol) in dry DMSO (12 ml) was treated with NaH (89 mg, 2.240 mmol) and 2-(cyclopropylmethoxy)-3-methoxybenzaldehyde (462 mg, 2.240 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 600 mg of the desired compound as an off-white solid: 1H NMR (300 MHz, DMSO-d6) δ 0.32-0.35 (m, 2H), 0.54-0.58 (m, 2H), 1.15-1.21 (m, 1H), 2.26 (s, 3H), 2.59 (s, 3H), 3.73-3.75 (m, 2H), 3.79 (s, 3H), 6.13 (s, 1H), 6.99-7.00 (m, 3H), 7.29-7.31 (m, 1H), 8.03 (d, J=16.2 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518955B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-dd74018a4fdc489791ea3ff37e9e3e2f |
| Source note | uspto-grants-2013_08 |