Trifluoroacetic acid → 5-(2-Chloroethyl)Oxindole

HRID 365368Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 365368
[Cl:1][CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)=O.FC(F)(F)C(O)=O.C([SiH](CC)CC)C>>[Cl:1][CH2:2][CH2:3][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2

Komponenten

4

Edukt 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 20605765-(Chloroacetyl)-1,3-dihydro-2H-indol-2-one

Produkt 1

HCID 145813925-(2-Chloroethyl)Oxindole

Versuchsvorschrift

To a 100 ml round-bottomed flask equipped with condenser and nitrogen inlet were added 5.0 grams (23.9 mmol) of 5-chloroacetyl oxindole and 18.5 ml triflouroacetic acid. To the stirring solution was added 8.77 ml (54.9 mmol) of triethylsilane while cooling to prevent exotherm, and the reaction stirred 16 hours at room temperature. The reaction was then poured into ice water, stirred and the beige solid filtered, washed with water and hexane, and dried to give 5-(2-chloroethyl)oxindole, m.p. 168°-170° C., 3.0 grams (64%).

Aufarbeitung

  1. customTo a 100 ml round-bottomed flask equipped with condenser and nitrogen inlet
  2. temperaturewhile cooling
  3. stirringstirred
  4. filtrationthe beige solid filtered
  5. washwashed with water and hexane
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2379691d62994198bcc87b419281c897
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06127373

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