4-Toluenesulfonyl chloride → 11-Phenylundecanol tosylate

HRID 978677Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 978677
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[C:12]1([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][OH:29])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>N1C=CC=CC=1>[S:7]([O:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)([C:4]1[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=1)(=[O:9])=[O:8]

Komponenten

4

Edukt 2

HCID 73974-Toluenesulfonyl chlorideHCID 11651716Benzeneundecanol

Produkt 1

HCID 5393925311-Phenylundecanol tosylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

4-Toluenesulphonyl chloride (2.6 g) was added in portions to a stirred solution of the product of step (a) (2.9 g) in pyridine (10 ml) at 0° C. The solution was stirred for 16 hours at 0°-5° C. then poured onto ice-hydrochloric acid and extracted with ether. The extract was washed with sodium bicarbonate and sodium chloride solutions, dried and evaporated. The residue was chromatographed on silica gel eluting with 1:1 dichloromethane:hexane to give the title compound as a colourless oil.

Aufarbeitung

  1. additionthen poured onto ice-hydrochloric acid
  2. extractionextracted with ether
  3. washThe extract was washed with sodium bicarbonate and sodium chloride solutions
  4. customdried
  5. customevaporated
  6. customThe residue was chromatographed on silica gel eluting with 1:1 dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-c6796cba41954d6eb4b6efc77229340b
Quelldatensatz
uspto-grants-1987_05
Patentnummer
US04665189

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