Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromopropane | HCID 6358 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Isovanillin | HCID 12127 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Isopropoxy-4-methoxybenzaldehyde | HCID 592092 | — |
Reaction Steps
Isopropyl bromide (19.0 mL, 200 mmol) was added to a suspension of K2CO3 (42.0 g, 302 mmol) and isovanillin (23 g, 151.3 mmol) in DMF (100 gmL) and the stirring slurry heated to 80° C. for 13 h. The reaction mixture was then cooled to room temperature, diluted with ether (200 mL) and washed with H2O (4×200 mL), dried (MgSO4) and concentrated under reduced pressure giving the title compound as a slightly tan oil (29.3 g, 100%) which required no further purification. The spectra of this material are identical with those previously reported (H. Ishii, I.-S. Chen and T. Ishikawa J. Chem. Soc., Perkin Trans. 1, 1987, 671.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07557118B2 |
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| Source dataset | uspto-grants-2009_07 |
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| ORD ID | ord-8d8190cefb6c447897c48436ecc5f973 |
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| Source note | uspto-grants-2009_07 |
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