4-Toluenesulfonyl chloride → (3-[4-(Toluene-4-sulfonyloxy)butyl]phenyl}acetic acid methyl ester

HRID 902623Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 902623
[CH3:1][O:2][C:3](=[O:16])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][CH2:12][CH2:13][CH2:14][OH:15])[CH:6]=1.[C:17]1([CH3:27])[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=1>N1C=CC=CC=1.O>[CH3:1][O:2][C:3](=[O:16])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][CH2:12][CH2:13][CH2:14][O:15][S:23]([C:20]2[CH:21]=[CH:22][C:17]([CH3:27])=[CH:18][CH:19]=2)(=[O:25])=[O:24])[CH:6]=1

Komponenten

5

Edukt 2

HCID 73974-Toluenesulfonyl chlorideHCID 59745064{3-[4-Hydroxybutyl]phenyl)acetic acid methyl ester

Produkt 1

HCID 86598282(3-[4-(Toluene-4-sulfonyloxy)butyl]phenyl}acetic acid methyl esterAusbeute 63,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1049PyridineLösungsmittel

Versuchsvorschrift

A solution of {3-[4-hydroxybutyl]phenyl)acetic acid methyl ester (300 mg, 1.35 mmol) and p-toluenesulfonyl chloride (513 mg, 2.7 mmol) in pyridine (5 ml) was stirred at RT for 18 hr. The reaction was diluted with water (50 ml) and extracted with diethyl ether. The organic extracts were washed with water and cold 1N HCl, dried, and the solvent evaporated to give the title compound as an oil (322 mg, 63%). MS (ESI) 377.3 (M+H)+.

Aufarbeitung

  1. extractionextracted with diethyl ether
  2. washThe organic extracts were washed with water and cold 1N HCl
  3. customdried
  4. customthe solvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-ce9dc71d2f20480da1aa9df1808db461
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07365085B2

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