Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hexamethylenetetramine | HCID 4101 | — |
| Reactant | Diisopropylaniline | HCID 32484 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22272615 | HCID 22272615 | 92% |
Reaction Steps
To a solution of 2,6-diisopropylaniline (10.0 g, 56.4 mmol) in acetic acid (160 ml) were added water (40 ml) and hexamethylenetetramine (15.8 g, 0.113 mol) and stirred at 120° C. for 3 hours. The reaction solution was diluted with water and extracted with chloroform. The organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo. The resulting residue was purified by a silica gel column chromatography (silica gel 200 g, developing solvent; hexane:ethyl acetate=10:1) to provide 10.6 g (yield 92%) of 4-amino-3,5-diisopropylbenzaldehyde as yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06969711B2 |
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| Source dataset | uspto-grants-2005_11 |
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| ORD ID | ord-d60249f484434bfa9d61828a01204bdf |
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| Source note | uspto-grants-2005_11 |
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