Ethanol → 3-(2',4'-Difluoro-4-biphenylyl)butane-1,3-diol

HRID 26940Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 26940
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][C:11]=2[F:17])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].C(OC(OCC)C[Mg]Br)C.[BH4-].[Na+].[CH2:30]([OH:32])[CH3:31]>>[F:17][C:11]1[CH:12]=[C:13]([F:16])[CH:14]=[CH:15][C:10]=1[C:7]1[CH:8]=[CH:9][C:4]([C:1]([OH:3])([CH3:2])[CH2:31][CH2:30][OH:32])=[CH:5][CH:6]=1

Komponenten

5

Edukt 4

HCID 702Ethanol2×HCID 1045421-(2',4'-Difluoro(1,1'-biphenyl)-4-yl)ethan-1-oneHCID 4311764Sodium borohydrideHCID 178467894HCID 178467894, Verbindung

Produkt 1

HCID 213225623-(2',4'-Difluoro-4-biphenylyl)butane-1,3-diol

Versuchsvorschrift

A solution of 2.76 g. of 3 hydroxy-3-(2',4'-difluoro-4-biphenylyl)-butanol, obtained by reacting 4-acetyl-2',4'-difluorobiphenyl with 2,2-diethoxyethyl magnesium bromide and subsequently hydrolyzing the reaction product, in 12 ml. of ethanol is added dropwise to a solution of 0.6 g. of NaBH4 in 15 ml. of ethanol. The mixture is stirred for two hours at 20° and worked up in the customary manner to give 3-(2',4'-difluoro-4-biphenylyl)butane-1,3-diol, m.p. 82°-84°.

Quellen und Nachweise

ORD-Eintrag
ord-03755bd438034524aa14d6fc3b6c6871
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04151302

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