HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → tert-butyl N-(3-hydroxy-2,6-dimethylphenyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | [3-(Acetyl(tert-butoxycarbonyl)amino)-2,4-dimethyl-phenyl]tert-butyl carbonate | HCID 131734659 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | tert-butyl N-(3-hydroxy-2,6-dimethylphenyl)carbamate | HCID 89443943 | — |
Reaction Steps
A solution of [3-(acetyl(tert-butoxycarbonyl)amino)-2,4-dimethyl-phenyl]tert-butyl carbonate (800 mg, 2.11 mmol, 1.0 eq) and hydrazine hydrate (5 mL) in t-BuOH (5 mL) was stirred under N2 at 110° C. overnight. The solution was adjusted to pH 6 by addition of diluted HCl and the aqueous layer extracted with EtOAc. The organic extract was dried (Na2SO4), filtered and evaporated in vacuo. The crude solid was used in the next step without further purification (657 mg, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249085B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-3b25949fa4294f3d9f8ecb114f9f408e |
| Source note | uspto-grants-2016_02 |