HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → 4-Methyl-3H-benzooxazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Amino-m-cresol | HCID 3014138 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Methyl-3H-benzooxazol-2-one | HCID 12709336 | — |
Reaction Steps
50.0 g (0.39 mol) 2-amino-m-cresol and 0.21 L (1.23 mol) DIPEA in 400 mL dichloromethane were cooled to 0° C. A mixture of 76.0 g (0.45 mol) CDI in 1.2 L dichloromethane was added dropwise and stirred overnight at RT. The reaction mixture was washed with a 1M KHSO4 solution and water. The organic phase was separated off and evaporated down i.vac. The residue was combined with boiling ethyl acetate and while the mixture cooled PE was added dropwise. The precipitate formed was suction filtered, washed with PE and dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952014B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-9de03ec7730b404ea84627a7b5275141 |
| Source note | uspto-grants-2015_02 |