Sodium borohydride → (RS)-1,1,1-trifluoro-2-(4-ethoxyphenyl)propan-3-ol

HRID 1904981Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1904981
[BH4-].[Na+].[CH2:3]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]([C:15]([F:18])([F:17])[F:16])[CH:13]=[O:14])=[CH:8][CH:7]=1)[CH3:4]>C(O)C>[CH2:3]([O:5][C:6]1[CH:7]=[CH:8][C:9]([CH:12]([C:15]([F:16])([F:17])[F:18])[CH2:13][OH:14])=[CH:10][CH:11]=1)[CH3:4]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 107995612-(4Ethoxyphenyl)-3,3,3-trifluoropropanal

Produkt 1

HCID 10681171(RS)-1,1,1-trifluoro-2-(4-ethoxyphenyl)propan-3-olAusbeute 73,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A hundred milligrams of sodium borohydride was added to a solution of 1.04 g of 2-(4ethoxyphenyl)-3,3,3-trifluoropropanal in 15 ml of ethanol with ice-cooling. The reaction solution was stirred at room temperature for 4hours. Thereafter, the reaction mixture was poured into ice water and extracted twice with ethyl acetate. The ethyl acetate layers were combined and washed with dilute HCl and saturated sodium chloride solution successively and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and the residue was subjected to column chromatography on silica gel [eluted with n-hexane/ethyl acetate (4:1) mixture] to obtain 0.77 g of the desired compound.

Aufarbeitung

  1. temperaturecooling
  2. extractionextracted twice with ethyl acetate
  3. washwashed with dilute HCl and saturated sodium chloride solution successively
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7b18ff902e134bc6b370c0d93c1b3f1d
Quelldatensatz
uspto-grants-1989_06
Patentnummer
US04840971

Notizen zur Reaktion

Wird geladen…