Trityl chloride → 3-Triphenylmethylthio-2-methylpropanoic acid

HRID 262577Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 262577
[SH:1][CH2:2][CH:3]([CH3:7])[C:4]([OH:6])=[O:5].[C:8](Cl)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C(Cl)Cl>[C:9]1([C:8]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[S:1][CH2:2][CH:3]([CH3:7])[C:4]([OH:6])=[O:5])[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Komponenten

4

Edukt 2

HCID 6456Trityl chlorideHCID 1529103-Mercaptoisobutyric acid

Produkt 1

HCID 213191543-Triphenylmethylthio-2-methylpropanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 3-mercapto-2-methylpropanoic acid (1.2 g.) and tritylchloride (2.9 g.) in methylene chloride (50 ml.) is kept at room temperature for 2 hours. The mixture is warmed in a steam bath for 20 minutes and then evaporated to dryness in vacuo and the residue is dissolved in saturated aqueous sodium bicarbonate and the solution is washed with ethyl acetate. The aqueous phase is acidified to pH 3 and extracted with ethyl acetate. The organic layer is dried and concentrated to dryness to give 3-triphenylmethylthio-2-methylpropanoic acid. Rf 0.8 (Silica gel, Benzene/acetic acid 3:1).

Aufarbeitung

  1. temperatureThe mixture is warmed in a steam bath for 20 minutes
  2. customevaporated to dryness in vacuo
  3. dissolutionthe residue is dissolved in saturated aqueous sodium bicarbonate
  4. washthe solution is washed with ethyl acetate
  5. extractionextracted with ethyl acetate
  6. customThe organic layer is dried
  7. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-3206dc07f0124ef6afcd408cf60bb5c7
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04154840

Notizen zur Reaktion

Wird geladen…