1-Butanol → HCID 90229418, Verbindung

HRID 1505752Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1505752
[Cl:1][C:2]1[CH:10]=[CH:9][C:8](F)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:12]([OH:16])[CH2:13][CH2:14][CH3:15].CC(C)([O-])C.[K+].Cl>C1COCC1.CN(C=O)C.O>[CH2:12]([O:16][C:8]1[CH:9]=[CH:10][C:2]([Cl:1])=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5])[CH2:13][CH2:14][CH3:15]

Komponenten

8

Edukt 4

HCID 2631-ButanolHCID 313Hydrochloric AcidHCID 3028882-Chloro-5-fluorobenzoic acidHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 90229418HCID 90229418, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2-chloro-5-fluorobenzoic acid (50 mg) and 1-butanol (263 μL) in THF (0.5 mL) and DMF (3 mL) was added potassium t-butoxide (329 mg) and the solution was reacted at 120° C. for 10 minutes in a microwave synthesizer (Biotage, Initiator). The reaction mixture was cooled and acidified by addition of water and 2M hydrochloric acid, extracted with diethyl ether, and dried over anhydrous sodium sulfate. The solvent was removed in vacuo, and the residue was purified on column chromatography to obtain the titled compound (17 mg) as white powder.

Aufarbeitung

  1. customthe solution was reacted at 120° C. for 10 minutes in a microwave synthesizer (Biotage, Initiator)
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted with diethyl ether
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was removed in vacuo
  6. customthe residue was purified on column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-bd5de2f9bd484c2dbcf3605a28c93fba
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09216968B2

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