Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 3-(Trifluoromethoxy)aniline | HCID 73753 | — |
| Reactant | alpha-Hydroxy-gamma-butyrolactone | HCID 545831 | — |
| Solvent | Diethylether hexane | HCID 21584099 | — |
| Product | HCID 19707995 | HCID 19707995 | 69.3% |
Reaction Steps
A mixture of alpha-hydroxy-gamma-butyrolactone (22.0 g) and 3-trifluoromethoxy aniline (19.0 g) was heated to 150° C. (bath temperature) for 48 hours. The mixture was allowed to cool and poured into a mixture of diethyl ether and water. After shaking, the ether layer was separated and the aqueous layer extracted with diethyl ether (x2). The combined ether extracts were washed with 2M hydrochloric acid, water and brine, then dried (MgSO4). The mixture was evaporated under reduced pressure to leave an oil, which on trituration with a mixture of diethyl ether/hexane gave the sub-title compound as an off-white solid (19.42 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05705456 |
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| Source dataset | uspto-grants-1998_01 |
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| ORD ID | ord-8b794cb844c44ec19c345030cd8e633f |
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| Source note | uspto-grants-1998_01 |
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