Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 18967570 | HCID 18967570 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Chloro-4-nitrobenzaldehyde | HCID 278166 | 52.7% |
Reaction Steps
Di-isobutylaluminium hydride (1.5M in toluene, 16.34 ml) was added to a stirred solution of 2-chloro-N-methoxy-N-methyl-4-nitrobenzamide (5 g) in toluene (100 ml) which had been cooled to -78° C. The mixture was stirred for 40 minutes. Methanol (10 ml) was added and the solvent was evaporated. The residue was partitioned between ethyl acetate and 2M aqueous hydrochloric acid. The organic solution was washed with water, dried (MgSO4) and evaporated to give 2-chloro-4-nitrobenzaldehyde (2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05821246 |
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| Source dataset | uspto-grants-1998_10 |
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| ORD ID | ord-e15476b67e3d46d4b96def7e1d217270 |
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| Source note | uspto-grants-1998_10 |
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