Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Chloro-6-(trifluoromethyl)pyridine | HCID 602334 | — |
| Product | HCID 178516021 | HCID 178516021 | 79.7% |
Reaction Steps
2-Chloro-6-trifluoromethylpyridine (8.05 g at 98% strength; 43.2 mmol; 1 equiv) was charged to a Parr reactor, pressure tested at 100 psi. The pressure was released and the reactor heated to 150° C. Sodium hydroxide solution (9.823% strength; 40.1 g; 98.5 mmol; 2.28 equiv) was added via an HPLC pump over 2 hours 20 minutes and the reaction mixture maintained at 150° C. for a further 4 hours. The mixture was cooled, unreacted 2-chloro-6-trifluoromethylpyridine extracted with methylene chloride, and the aqueous phase acidified with hydrochloric acid and filtered to afford 2-hydroxy-6-trifluoromethylpyridine (5.615 g; 93% strength; 73% isolated yield). Further product was obtained by extraction of the filtrates with methylene chloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05973159 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-c23052dee4e2403ba216440ee50139c0 |
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| Source note | uspto-grants-1999_10 |
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