Potassium Hydroxide → 2-Bromo-5-phenylthiophene-3-carboxylic acid

HRID 1914541Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1914541
[OH-].[K+].C([O:5][C:6]([C:8]1[CH:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[S:10][C:9]=1[Br:19])=[O:7])C>O>[Br:19][C:9]1[S:10][C:11]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[CH:12][C:8]=1[C:6]([OH:7])=[O:5]

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 581102722-Bromo-5-phenyl-thiophene-3-carboxylic acid ethyl ester

Produkt 1

HCID 581103102-Bromo-5-phenylthiophene-3-carboxylic acidAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Potassium hydroxide (0.65 g, 11.6 mmol) in water (2 mL) was added to a solution of 2-bromo-5-phenyl-thiophene-3-carboxylic acid ethyl ester (3.9 mmol) in IMS (6 mL). The reaction was stirred for 1 hour and then partitioned between diethyl ether and water. The aqueous layer was acidified to pH 7 with 1 N hydrochloric acid and further extracted with diethyl ether. The organic solution was dried over magnesium sulfate, filtered and the solvent evaporated to give the title compound (0.96 g, 87%). LCMS m/z 281.97 [M−H]− R.T.=3.64 min. (Analytical Method 5).

Aufarbeitung

  1. custompartitioned between diethyl ether and water
  2. extractionfurther extracted with diethyl ether
  3. dry with materialThe organic solution was dried over magnesium sulfate
  4. filtrationfiltered
  5. customthe solvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-c662300dae1e4066917c421fb4d88319
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08614209B2

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