Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Nitropropane | HCID 398 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 4-Methoxybenzaldehyde | HCID 31244 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 12439721 | HCID 12439721 | 13.1% |
Reaction Steps
11.5 g of sodium are added to 300 ml of anhydrous methanol, and 67 g of 4-methoxybenzaldehyde and 105 g of 2-nitropropane are added thereto at 13° C. for 25 minutes under stirring. The mixture is stirred at 23° C. for 70 hours. 32 g of acetic acid are added to the mixture under ice-cooling, and said mixture is evaporated under reduced pressure to remove solvent. About 200 ml of water are added to the residue, and the aqueous mixture is extracted with benzene. The extract is washed with a saturated sodium chloride solution, a saturated sodium bisulfite solution, water and a saturated sodium chloride solution, successively. The washed extract is dried and then evaporated to remove solvent. The residue (yellow oil, 65 g) is distilled at 75° C. under reduced pressure (1-2 mm Hg) to recover 47 g of the starting compound (i.e., 4-methoxybenzaldehyde). On the other hand, 14.5 g of 1-(4 -methoxyphenyl)-2-methyl-2-nitropropanol (crude product) are obtained as the residue.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04276304 |
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| Source dataset | uspto-grants-1981_06 |
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| ORD ID | ord-c4b0f07f13714278b6e37389ae70483b |
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| Source note | uspto-grants-1981_06 |
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