Hydrochloric Acid → HCID 178447950, Verbindung

HRID 342345

Reaktionsgleichung

Reaktionsgleichung von HRID 342345
N[C@H](C=O)CCSC.Br[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH2:16]([C@H:19]1[CH2:24][CH2:23][C@H:22]([CH2:25][CH2:26][CH:27]2[CH2:32][CH2:31][C:30](=[O:33])[CH2:29][CH2:28]2)[CH2:21][CH2:20]1)[CH2:17][CH3:18].Cl>O1CCCC1>[OH:33][C:30]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:31][CH2:32][CH:27]([CH2:26][CH2:25][C@H:22]2[CH2:21][CH2:20][C@H:19]([CH2:16][CH2:17][CH3:18])[CH2:24][CH2:23]2)[CH2:28][CH2:29]1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 7961BromobenzeneHCID 446793Methionin ALHCID 178447952HCID 178447952, Verbindung

Produkt 1

HCID 178447950HCID 178447950, VerbindungAusbeute 90,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel4×

Versuchsvorschrift

Metal magnesium in an amount of 11.6 g was suspended in 100 ml of tetrahydrofuran (hereinafter referred to as THF) under nitrogen gas stream, and a solution prepared by dissolving 69 g of bromobenzene in 200 ml of THF was added dropwise in the suspension and then stirred at room temperature for 1 hour. A solution prepared by dissolving 100 g of 4-(2-(trans-4-n-propylcyclohexyl)ethyl)cyclohexanone in 300 ml of THF was added dropwise thereto and stirred at room temperature for 1 hour. After finishing of the reaction, 500 ml of dilute hydrochloric acid was added thereto and extracted with 1 l of ethyl acetate. Organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under a reduced pressure to obtain 119 g of (1-hydroxy-4-(2-(trans-4-n-propylcyclohexyl)ethyl)cyclohexyl)benzene.

Aufarbeitung

  1. customa solution prepared
  2. additionwas added dropwise in the suspension
  3. customA solution prepared
  4. additionwas added dropwise
  5. stirringstirred at room temperature for 1 hour
  6. additionwas added
  7. extractionextracted with 1 l of ethyl acetate
  8. washOrganic layer was washed with water
  9. dry with materialdried over anhydrous magnesium sulfate
  10. distillationthe solvent was distilled off under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-fda91bb4589b4e05aa30dab26a6d5116
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05858275

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