Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dibutylamine | HCID 8148 | — |
| Reactant | Resorcinol, 5-methyl-, monohydrate | HCID 3083941 | — |
| Product | HCID 20258786 | HCID 20258786 | 61% |
Reaction Steps
A 300 milliliter Parr minibomb was charged with orcinol monohydrate, 42 grams, 0.3 mole and di-n-butylamine, 128 milliliters. The bomb was sealed and heated to 200° C. At this temperature the internal pressure of the bomb was 90 pounds per square inch as registered on the gauge. After 48 hours at 200°, the bomb was cooled and the light brown syrup analyzed by thin-layer chromatography. The excess di-n-butylamine was removed by distillation at 20 Torr and the product was further purified by filtration through a silica gel column using ethyl acetate as the eluent. The product 3-dibutylamino-5-methylphenol was isolated in 61% yield: 43 grams. This material was not further characterized but used directly in the subsequent reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04552822 |
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| Source dataset | uspto-grants-1985_11 |
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| ORD ID | ord-b999a32ba9e34272a7863c8ed61cc6b2 |
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| Source note | uspto-grants-1985_11 |
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