Triethylamine → 1-(4-Hydroxyphenyl)-4-(4-trifluoromethoxyphenoxy)piperidine p-toluenesulfonate

HRID 2354030Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2354030
[F:1][C:2]([F:18])([F:17])[O:3][C:4]1[CH:16]=[CH:15][C:7]([O:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:6][CH:5]=1.[C:19]1(=O)[CH2:24][CH2:23][C:22](=[O:25])[CH2:21][CH2:20]1.C(N(CC)CC)C.O.[C:35]1([CH3:45])[CH:40]=[CH:39][C:38]([S:41]([OH:44])(=[O:43])=[O:42])=[CH:37][CH:36]=1>C(O)C>[C:35]1([CH3:45])[CH:36]=[CH:37][C:38]([S:41]([OH:44])(=[O:42])=[O:43])=[CH:39][CH:40]=1.[OH:25][C:22]1[CH:23]=[CH:24][C:19]([N:12]2[CH2:11][CH2:10][CH:9]([O:8][C:7]3[CH:15]=[CH:16][C:4]([O:3][C:2]([F:1])([F:17])[F:18])=[CH:5][CH:6]=3)[CH2:14][CH2:13]2)=[CH:20][CH:21]=1

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 125111,4-CyclohexanedioneHCID 521998p-Toluenesulfonic acid monohydrateHCID 161154394-[4-(Trifluoromethoxy)phenoxy]piperidine

Produkt 1

HCID 866152441-(4-Hydroxyphenyl)-4-(4-trifluoromethoxyphenoxy)piperidine p-toluenesulfonateAusbeute 63,75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

4.00 g of 4-(4-trifluoromethoxyphenoxy)piperidine, 2.575 g of 1,4-cyclohexanedione and 2.16 ml of triethylamine were heated in 60 ml of ethanol and reacted at 50° C. to 60° C. for 6 hours. After the completion of the reaction, the reaction mixture was concentrated under reduced pressure and ethyl acetate was added thereto to prepare an ethyl acetate solution, to which 4.37 g of p-toluenesulfonic acid monohydrate was added. After leaving at room temperature for 30 minutes, the precipitate was filtrated, washed with ethyl acetate and air-dried, and 5.116 g of 1-(4-hydroxyphenyl)-4-(4-trifluoromethoxyphenoxy)piperidine p-toluenesulfonate was obtained (yield 63.75%).

Aufarbeitung

  1. customreacted at 50° C. to 60° C. for 6 hours
  2. customAfter the completion of the reaction
  3. concentrationthe reaction mixture was concentrated under reduced pressure and ethyl acetate
  4. additionwas added
  5. customto prepare an ethyl acetate solution
  6. customAfter leaving at room temperature for 30 minutes
  7. filtrationthe precipitate was filtrated
  8. washwashed with ethyl acetate
  9. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-a461e8d53b7c49258e679463feb20bd6
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07750156B2

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