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Water → Ethyl 3-{1-(4-bromobenzoyl)-4-hydroxypiperidin-4-yl}alpha,alpha-dimethylphenoxyacetate

HRID 35863
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 35863
[Br:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([N:8]2[CH2:13][CH2:12][C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3O)([OH:14])[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.C(=O)([O-])[O-:25].[K+].[K+].O.[CH2:31]([O:33][C:34](=[O:39])[C:35](Br)([CH3:37])[CH3:36])[CH3:32]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([N:8]2[CH2:13][CH2:12][C:11]([C:15]3[CH:16]=[C:17]([CH:18]=[CH:19][CH:20]=3)[O:25][C:35]([CH3:37])([CH3:36])[C:34]([O:33][CH2:31][CH3:32])=[O:39])([OH:14])[CH2:10][CH2:9]2)=[O:7])=[CH:22][CH:23]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 152946731-(4-Bromobenzoyl)-4-(2-hydroxyphenyl)-4-hydroxypiperidine

Produkt 1

HCID 22399364Ethyl 3-{1-(4-bromobenzoyl)-4-hydroxypiperidin-4-yl}alpha,alpha-dimethylphenoxyacetateAusbeute 86,4 %

Versuchsvorschrift

801 mg of {1-(4-bromobenzoyl)-4-(2-hydroxyphenyl)-4-hydroxypiperidine was stirred for 9 hours at the ambient temperature of 100° C. in the presence of 1.20 g (8.68 mmol) of potassium carbonate in 4.00 g (20.5 ml) of ethylα-bromoisobutyrate. After completion of the reaction, The reaction mixture was cooled, and water was added thereto, followed by extraction with chloroform. Subsequently, the extract was dried over anhydrous sodium sulfate. Chloroform and the remained ethyl α-bromoisobutyrate was distilled off under reduced pressure to obtain 902 mg (86.4%) of ethyl 3-{1-(4-bromobenzoyl)-4-hydroxypiperidin-4-yl}α,α-dimethylphenoxyacetate.

Aufarbeitung

  1. customAfter completion of the reaction
  2. temperatureThe reaction mixture was cooled
  3. extractionfollowed by extraction with chloroform
  4. dry with materialSubsequently, the extract was dried over anhydrous sodium sulfate
  5. distillationChloroform and the remained ethyl α-bromoisobutyrate was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-004d54879f88431ca2eb482dd4019232
Quelldatensatz
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05411972

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