4-Toluenesulfonyl chloride → Ethyl 4-({[(4-methylphenyl)sulfonyl]oxy}imino)cyclohexanecarboxylate

HRID 1620631Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1620631
[OH:1][N:2]=[C:3]1[CH2:8][CH2:7][CH:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH2:4]1.[CH3:14][C:15]1[CH:20]=[CH:19][C:18]([S:21](Cl)(=[O:23])=[O:22])=[CH:17][CH:16]=1>N1C=CC=CC=1>[CH3:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]([O:1][N:2]=[C:3]2[CH2:8][CH2:7][CH:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH2:4]2)(=[O:23])=[O:22])=[CH:17][CH:16]=1

Komponenten

4

Edukt 2

HCID 73974-Toluenesulfonyl chlorideHCID 11593553Cyclohexanecarboxylic acid, 4-(hydroxyimino)-, ethyl ester

Produkt 1

HCID 86678799Ethyl 4-({[(4-methylphenyl)sulfonyl]oxy}imino)cyclohexanecarboxylateAusbeute 74,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of ethyl 4-(hydroxyimino)cyclohexanecarboxylate (1.85 g) in pyridine (10 mL) was added 4-methylbenzenesulfonyl chloride (2.28 g) over 5-10 min at −20° C. The reaction mixture was stirred for several hours while allowing to gradually warm to 0° C. The reaction mixture was added to ice water, and the precipitate was collected by filtration, and washed with ice water to give the title compound (2.54 g).

Aufarbeitung

  1. filtrationthe precipitate was collected by filtration
  2. washwashed with ice water

Quellen und Nachweise

ORD-Eintrag
ord-88962a8c3843494fad143cd7da945890
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08772277B2

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