HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromotrichloromethane → HCID 69201725, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromotrichloromethane | HCID 6383 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 69200072 | HCID 69200072 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69201725 | HCID 69201725 | 72.6% |
Reaction Steps
To a solution of methyl 2-[4-(N-Boc-aminomethyl)-phenyl]4,5-dihydrooxazol-4-ylcarboxylate (25.5 g, 76.3 mmol) in dichloromethane (100 ml) was added CBrCl3 (8.23 ml, 83.9 mmol) and DBU (12.5 ml, 83.9 mmol). After stirring at room temperature overnight, the reaction was concentrated and the product isolated by flash chromatography over silica gel. Recrystallization from hot methanol provided methyl 2-[4-(N-Boc-aminomethyl)-phenyl]-oxazole-4-carboxylate (18.4 g, 55.4 mmol) as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368572B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-ad3cd1ea78364c4397c02e1cbf03f069 |
| Source note | uspto-grants-2008_05 |