Triethylamine → 1-[(1-Phenylethyl)sulfanyl]pyrrolidine-2,5-dione

HRID 1106124

Reaktionsgleichung

Reaktionsgleichung von HRID 1106124
Cl[N:2]1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=[O:8].[C:9]1([CH:15]([SH:17])[CH3:16])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(N(CC)CC)C>C1C=CC=CC=1>[CH3:16][CH:15]([S:17][N:2]1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=[O:8])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31398ChlorosuccinimideHCID 1418501-Phenylethanethiol

Produkt 1

HCID 205546171-[(1-Phenylethyl)sulfanyl]pyrrolidine-2,5-dioneAusbeute 36,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel4×

Versuchsvorschrift

To a suitable reactor equipped with temperature controlling means and stirring means, there are charged, while maintaining the temperature at about room temperature, N-chlorosuccinimide (about 0.30 mole) in 400 ml of benzene and 1-phenylethanethiol (about 0.30 mole) in 50 ml of benzene. After stirring the reaction mixture 10 minutes, triethylamine (0.32 mole) in 50 ml of benzene is added dropwise. The benzene mixture is stirred one hour and then filtered. The filtrate is washed three times with 250 ml portions of water and then subjected to vacuum with heating to strip off volatile components. A crystalline residue is recrystallized from ethanol to give 26 grams of N-(α-methylbenzylthio)succinimide, m.p. 121°-125° C.

Aufarbeitung

  1. customTo a suitable reactor equipped with temperature
  2. additionare charged
  3. temperaturewhile maintaining the temperature at about room temperature
  4. additionis added dropwise
  5. filtrationfiltered
  6. washThe filtrate is washed three times with 250 ml portions of water
  7. temperaturewith heating
  8. customA crystalline residue is recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-704b1d48b48c4b3cb16e0f0603a3dc3c
Quelldatensatz
uspto-grants-1982_01
Patentnummer
US04311813

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