3-Bromo-2-methylbenzoic Acid → (3-Bromo-2-methylphenyl)methanol

HRID 1186924

Reaktionsgleichung

Reaktionsgleichung von HRID 1186924
[Br:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](O)=[O:6]>C1COCC1>[Br:1][C:2]1[C:3]([CH3:11])=[C:4]([CH2:5][OH:6])[CH:8]=[CH:9][CH:10]=1

Komponenten

3

Edukt 1

HCID 27355903-Bromo-2-methylbenzoic Acid

Produkt 1

HCID 10035697(3-Bromo-2-methylphenyl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 3-bromo-2-methyl benzoic acid (35 g, 163 mmol) in THF (200 mL) was added Borane THF Complex (1.0 M, 212 mL, 212 mmol). The mixture was allowed to stir for 24 h. TLC showed one single product spot. The reaction was quenched with water. The solvent THF was removed under reduced pressure. The resulting solid was dissolved in ethyl acetate (500 mL), washed with 1N HCl, sodium carbonate, and brine. The organic layer was dried over sodium sulfate and concentrated to afford (3-bromo-2-methylphenyl)methanol.

Aufarbeitung

  1. customThe reaction was quenched with water
  2. customThe solvent THF was removed under reduced pressure
  3. dissolutionThe resulting solid was dissolved in ethyl acetate (500 mL)
  4. washwashed with 1N HCl, sodium carbonate, and brine
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-e52b7a564f254beabe339bde89660c45
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08673920B2

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