HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formamide → 5-tert-butyl-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formamide | HCID 713 | — |
| Reactant | Bromopinacolone | HCID 21642 | — |
| Reactant | Dichloromethane methanol ammonium hydroxide | HCID 21896990 | — |
| Product | 5-tert-butyl-1H-imidazole | HCID 498436 | 21% |
Reaction Steps
Reaction of 1-bromo-3,3-dimethyl-butan-2-one (3.0 g, 16.80 mmol), and formamide (4.7 mL, 117.20 mmol), followed by chromatography (CH2Cl2/MeOH/NH4OH 94:3:3) gave the title compound (450 mg, 21%) as a yellow foam. 1H NMR (300 MHz, CDCl3) δ 1.29 (s, 9H), 6.77 (s, 1H), 7.57, (s, 1H). ES-MS m/z 125 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07396840B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-8da110c9279e499ba62cc748d4d8c2a8 |
| Source note | uspto-grants-2008_07 |