Reaktion #954609

Reaktionsgleichung

5,5-dimethyl-2(S)-phenylthiazolidine-4(S)-carboxylic acid

acetyl chloride

→

3-Acetyl-5,5-dimethyl-2(S)-phenylthiazolidine-4(S)-carboxylic acid

Lösungsmittel

pyridine

—

ice

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeis adjusted to 5° C.
2. 2
   workup.ADDITIONis dropped in
3. 3
   workup.STIRRINGThe mixture is stirred for 1 additional hour
4. 4
   workup.WAITAfter several hours
5. 5
   Filtrationthe precipitated product is filtered out
6. 6
   Waschenwashed with water
7. 7
   Sonstigedried
8. 8
   workup.DISSOLUTIONThe product is dissolved in ethanol
9. 9
   workup.ADDITIONwater is added
10. 10
    Sonstigeto precipitate the title compound in a yield of 0.38 g (70.3%), m.p.: 216°-217° C., [α]D20 =-109° (c=0.686, methanol)

Vorschrift

0.47 g (2 mmoles) of 5,5-dimethyl-2(S)-phenylthiazolidine-4(S)-carboxylic acid is suspended in 5 ml of pyridine while stirring. The temperature of the suspension is adjusted to 5° C. by cooling with ice-water and 0.17 g of acetyl chloride is dropped in. The mixture is stirred for 1 additional hour, then poured in 60 ml of ice-cold 2N sulphuric acid. After several hours, the precipitated product is filtered out, washed with water and dried. The product is dissolved in ethanol and water is added to precipitate the title compound in a yield of 0.38 g (70.3%), m.p.: 216°-217° C., [α]D20 =-109° (c=0.686, methanol).

Quelle