beta-(p-Chlorophenyl)-alpha-methylene-gamma-butyrolactone → S-[[4-(4-chlorophenyl)-2-oxooxolan-3-yl]methyl] benzenecarbothioate

HRID 65261Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 65261
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][O:12][C:10](=[O:11])[C:9]2=[CH2:14])=[CH:4][CH:3]=1.[C:15]([OH:23])(=[S:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C=CC=CC=1.C(N(CC)CC)C.C(OCC)C>[C:15]([S:22][CH2:14][CH:9]1[CH:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[CH2:13][O:12][C:10]1=[O:11])(=[O:23])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

6

Edukt 2

HCID 20234200beta-(p-Chlorophenyl)-alpha-methylene-gamma-butyrolactoneHCID 178526132HCID 178526132, Verbindung

Produkt 1

HCID 13715528S-[[4-(4-chlorophenyl)-2-oxooxolan-3-yl]methyl] benzenecarbothioateAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 8471TriethylamineKatalysatorHCID 1140TolueneLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of 600 mg of β-(p-chlorophenyl)-α-methylene-γ-butyrolactone in 10 ml of toluene were added 0.44 ml of thiobenzoic acid and one drop of triethylamine and the reaction was effected at room temperature for 18 hours. The reaction mixture was diluted with 100 ml of ethyl ether, washed with water and saturated saline, dried over magnesium sulfate and the solvent was then distilled off. The crude product thus obtained was purified by a silica gel column chromatography to give 750 mg (yield 75%) of the title compound.

Aufarbeitung

  1. washwashed with water and saturated saline
  2. dry with materialdried over magnesium sulfate
  3. distillationthe solvent was then distilled off
  4. customThe crude product thus obtained
  5. customwas purified by a silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-3b7073b3151c4a99bac17ba77a9f95d0
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04613613

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