Hydrochloric Acid → 5-(4-Chlorophenyl)-4-methylisoxazole-3-carboxylic acid

HRID 1510431Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1510431
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([C:13]([O:15]CC)=[O:14])[C:9]=2[CH3:18])=[CH:4][CH:3]=1.O.[OH-].[Li+].Cl>O1CCCC1.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:12][N:11]=[C:10]([C:13]([OH:15])=[O:14])[C:9]=2[CH3:18])=[CH:6][CH:7]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 67121076Ethyl 5-(4-chlorophenyl)-4-methylisoxazole-3-carboxylate

Produkt 1

HCID 671210815-(4-Chlorophenyl)-4-methylisoxazole-3-carboxylic acidAusbeute 95,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of ethyl 5-(4-chlorophenyl)-4-methylisoxazole-3-carboxylate (63 mg, 0.24 mmol) in tetrahydrofuran (1.5 mL) was added a solution of lithium hydroxide hydrate (10 mg, 0.24 mmol) in water (1.5 mL). After stirring for 20 minutes, the reaction mixture was acidified with 1M HCl and extracted with dichloromethane three times. The combined dichloromethane extracts were washed with brine, dried over magnesium sulfate, and evaporated to obtain 5-(4-chlorophenyl)-4-methylisoxazole-3-carboxylic acid (55 mg, 0.23 mmol).

Aufarbeitung

  1. extractionextracted with dichloromethane three times
  2. washThe combined dichloromethane extracts were washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-e4277477388d41c0b07a4ce80836a0d8
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08211927B2

Notizen zur Reaktion

Wird geladen…