(1,1'-Biphenyl)-3-carboxylic acid → 3-Biphenylmethanol

HRID 234118

Reaktionsgleichung

Reaktionsgleichung von HRID 234118
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([C:13]2[CH:14]=[C:15]([CH:19]=[CH:20][CH:21]=2)[C:16](O)=[O:17])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>CCOCC>[OH:17][CH2:16][C:15]1[CH:14]=[C:13]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:21]=[CH:20][CH:19]=1

Komponenten

4

Edukt 2

HCID 12854(1,1'-Biphenyl)-3-carboxylic acidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 6035563-BiphenylmethanolAusbeute 77,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a suspension of 100 mg of lithium aluminum hydride in 20 mL of ether was added 500 mg 3-phenylbenzoic acid. The reaction mixture was stirred at room temperature overnight. After any excess lithium aluminum hydride was destroyed with water, the organic layer was washed successively with 25 mL aliquots of dilute hydrochloric acid, dilute sodium hydroxide and brine. The organic phase was dried over anhydrous sodium sulfate and the solvent removed by evaporation under reduced pressure to yield 360 mg of 3-hydroxymethylbiphenyl as a crystalline solid. This material was used in the next step without further purification.

Aufarbeitung

  1. customAfter any excess lithium aluminum hydride was destroyed with water
  2. washthe organic layer was washed successively with 25 mL aliquots of dilute hydrochloric acid, dilute sodium hydroxide and brine
  3. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  4. customthe solvent removed by evaporation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-646f6f2096e64e6abfe05b7d07f31e69
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05594141

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