HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → 2,4-di-tert-butyl-6-(N-methylamino)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 2-Amino-4,6-di-tert-butylphenol | HCID 324555 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2,4-di-tert-butyl-6-(N-methylamino)phenol | HCID 57470249 | 15% |
Reaction Steps
A mixture of 2,4-di-tert-butyl-6-amino-phenol (C-9) (5.08 g, 23 mmol), NaBH3CN (4.41 g, 70 mmol) and paraformaldehyde (2.1 g, 70 mmol) in methanol (50 mL) was stirred at reflux for 3 h. After removal of the solvent, the residue was purified by column chromatography (petroleum ether-EtOAc, 30:1) to give 2,4-di-tert-butyl-6-(N-methylamino)phenol (C-24) (800 mg, 15%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07495103B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-210eaa9abaa343369b9a5e3c0b556bae |
| Source note | uspto-grants-2009_02 |