m-Chloroperbenzoic acid → Amino(1,3-dihydrobenzo[c]thien-4-yl)acetic acid

HRID 1856491

Reaktionsgleichung

Reaktionsgleichung von HRID 1856491
C([O:5][C:6]([C:8]([NH2:21])([C:12]1[C:20]2[CH2:19][S:18][CH2:17][C:16]=2[CH:15]=[CH:14][CH:13]=1)C(O)=O)=[O:7])(C)(C)C.ClC1C=CC=C(C(OO)=O)C=1>C(Cl)(Cl)Cl>[NH2:21][CH:8]([C:12]1[C:20]2[CH2:19][S:18][CH2:17][C:16]=2[CH:15]=[CH:14][CH:13]=1)[C:6]([OH:7])=[O:5]

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acid2×HCID 86737162alpha-(Tert-butoxycarbonyl)amino(1,3-dihydrobenzo[c]thien-4-yl)acetic acid

Produkt 1

HCID 23345394Amino(1,3-dihydrobenzo[c]thien-4-yl)acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

α-(tert-Butoxycarbonyl)amino(1,3-dihydrobenzo[c]thien-4-yl)acetic acid (0.05 m) is added to chloroform and the mixture cooled to about 0° C. Over a period of about 2.5 hours, 0.12 moles of m-chloroperbenzoic acid dissolved in chloroform is added to the mixture maintained at 0° C. When the addition of the m-chloroperbenzoic acid is complete, the temperature of the mixture is raised to about 20° to 25° C. from about 0° C. and stirred for about 18 hours, chilled to 0° C. to precipitate the m-chlorobenzoic acid which is filtered from the solution. Removal of a portion of the chloroform results in the precipitation of Amino(1,3-dihydrobenzo[c]thien-4-yl)acetic acid, 2-oxide

Aufarbeitung

  1. additionis added to the mixture
  2. temperaturemaintained at 0° C
  3. temperaturethe temperature of the mixture is raised to about 20° to 25° C. from about 0° C.
  4. temperaturechilled to 0° C.
  5. customto precipitate the m-chlorobenzoic acid which
  6. filtrationis filtered from the solution
  7. customRemoval of a portion of the chloroform

Quellen und Nachweise

ORD-Eintrag
ord-0393858ba19e462bab5296743c545fbc
Quelldatensatz
uspto-grants-1980_08
Patentnummer
US04219648

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