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

HRID 324969

Reaktionsgleichung

Reaktionsgleichung von HRID 324969
[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-440ab1a56df54c2e872fbe17e528e7a0
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06221871B1

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