Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 2-Aminophenol | HCID 5801 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 2(3H)-Benzoxazolone | HCID 6043 | — |
Reaction Steps
38.4 cc (0.4 mol) of ethyl chloroformate are added, at a temperature between 0° and 10° C., to a solution of 38.4 g (0.35 mol) of o-aminophenol in 150 cc of pyridine. When the addition has ended, the reaction mixture is stirred for a further 2 hours and then poured into 1.5 liters of diethyl ether. The precipitate is filtered off. The ether in the filtrate is evaporated off on a rotary evaporator. The residue is heated to 180° C. in order to distill off the pyridine. After cooling, the residue is recrystallized from ethyl acetate. The melting point of the obtained compound is 136° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04492709 |
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| Source dataset | uspto-grants-1985_01 |
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| ORD ID | ord-0d594b775ad04cd89a6ba327c71a63e7 |
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| Source note | uspto-grants-1985_01 |
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