StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Hydrochloric Acid → tert-butyl 3-[(1S)-1-hydroxypropyl]benzoate

HRID 554763
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 554763
C(N(CCCC)[C@H:6]([CH3:15])[C@H:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[OH:8])CCC.C(C1C=C(C=CC=1)[C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])=O.C([Zn]CC)C.[Cl-].[NH4+].Cl>C1(C)C=CC=CC=1.CCCCCC>[OH:8][C@H:7]([C:9]1[CH:10]=[C:11]([CH:12]=[CH:13][CH:14]=1)[C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:6][CH3:15]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 5

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 10845940Tert-butyl 3-formylbenzoateHCID 11003877(1S,2R)-(-)-2-(Dibutylamino)-1-phenyl-1-propanolHCID 178418750HCID 178418750, Verbindung

Produkt 1

HCID 66934833tert-butyl 3-[(1S)-1-hydroxypropyl]benzoate
Ausbeute 1.950,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 8058HexaneLösungsmittel2×

Versuchsvorschrift

To the (1S,2R)-2-di-n-butylamino-1-phenyl-1-propanol (200 mg) in toluene (7 ml) solution, tert-butyl 3-formylbenzoate (3 g) in hexane (7 ml) solution was added and the mixture was stirred at room temperature for 20 minutes. Next, diethylzinc in 1N hexane solution (33 ml) was added to the reaction solution under ice cooling and the mixture was stirred at that temperature for 18 hours. Saturated ammonium chloride aqueous solution was added to the reaction solution, the mixture was stirred at 20 minutes, and 1N hydrochloric acid was added. The obtained mixed solution was extracted with ethyl acetate. The organic layer was dried over with anhydrous sodium sulfate, then concentrated to obtain the title compound (3.5 g).

Aufarbeitung

  1. stirringthe mixture was stirred at that temperature for 18 hours
  2. stirringthe mixture was stirred at 20 minutes
  3. additionThe obtained mixed solution
  4. extractionwas extracted with ethyl acetate
  5. dry with materialThe organic layer was dried over with anhydrous sodium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4dbc5cbd72634134ac7205d2db6ee9f9
Quelldatensatz
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08049006B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion