1,2-Dimethyl 4-bromobenzene-1,2-dicarboxylate → (5-Bromo-2-(hydroxymethyl)phenyl)methanol

HRID 404125Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 404125
[Br:1][C:2]1[CH:3]=[C:4]([C:12](OC)=[O:13])[C:5](=[CH:10][CH:11]=1)[C:6](OC)=[O:7].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[Br:1][C:2]1[CH:11]=[CH:10][C:5]([CH2:6][OH:7])=[C:4]([CH2:12][OH:13])[CH:3]=1

Komponenten

4

Edukt 2

HCID 113232621,2-Dimethyl 4-bromobenzene-1,2-dicarboxylateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 10798791(5-Bromo-2-(hydroxymethyl)phenyl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

The compound of example 668 (2 g, 7.326 mmol) was taken in dry THF and was added to a slurry of LiAlH4 (1.67 g, 43.95 mmol) in THF cooled to 0° C. The reaction mixture was stirred at room temperature for 1 h. The reaction mixture was quenched with aqueous NaOH solution followed by extraction with ethyl acetate. The solvent was removed by distillation to afford the title compound.

Aufarbeitung

  1. customThe reaction mixture was quenched with aqueous NaOH solution
  2. extractionfollowed by extraction with ethyl acetate
  3. customThe solvent was removed by distillation

Quellen und Nachweise

ORD-Eintrag
ord-d8ab5a7b82304f878bd6cd3318476370
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748426B2

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