Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Dodecanol | HCID 8193 | — |
| Reactant | 2-Nitrobenzoic acid | HCID 11087 | — |
| Reactant | 2-Nitrobenzoyl chloride | HCID 11875 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 54297401 | HCID 54297401 | 89.9% |
Reaction Steps
A mixture of 83.5 g of o-nitrobenzoic acid, 1 ml of dimethylformamide and 100 ml of thionyl chloride was heated under reflux for 3 hours. The resulting reaction mixture was concentrated under reduced pressure with an aspirator to yield yellow, oily o-nitrobenzoyl chloride. The thus obtained o-nitrobenzoyl chloride was added dropwise to 300 ml of acetonitrile, in which 88.4 g of n-dodecanol and 41 ml of pyridine were dissolved, at room temperature with stirring over a period of 30 minutes. After one hour's stirring, the resulting solution was mixed with 600 ml of ethyl acetate, and washed three times with 500 ml of water being used for each wash, to extract the product with the ethyl acetate. The ethyl acetate solution was dried over sodium sulfate, and then concentrated to give 143 g of light yellow oily dodecyl o-nitrobenzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05187055 |
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| Source dataset | uspto-grants-1993_02 |
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| ORD ID | ord-bc4503f846bd443f8e956056338a228d |
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| Source note | uspto-grants-1993_02 |
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