Methanol → 2-Fluoro-4-(2-hydroxyethyl)phenol

HRID 920346

Reaktionsgleichung

Reaktionsgleichung von HRID 920346
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10](O)=[O:11])[CH:5]=[CH:6][C:7]=1[OH:8].B.CO>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][OH:11])[CH:5]=[CH:6][C:7]=1[OH:8]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 6331BoraneHCID 680143-Fluoro-4-hydroxybenzeneacetic acid

Produkt 1

HCID 451190812-Fluoro-4-(2-hydroxyethyl)phenolAusbeute 94,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2-(3-fluoro-4-hydroxyphenyl)acetic acid (9.8 g, 57.6 mmol) in THF (500 mL) was added dropwise 57.6 mL of borane (10M in Me2S) at room temperature. The reaction mixture was stirred at room temperature for 12 hours. The reaction mixture was added to CH3OH and was concentrated under reduced pressure. The residue was partitioned between EtOAc (800 mL) and water (100 mL). The organic layer was dried and concentrated to dryness to give the title product (8.5 g, 76%).

Aufarbeitung

  1. concentrationwas concentrated under reduced pressure
  2. customThe residue was partitioned between EtOAc (800 mL) and water (100 mL)
  3. customThe organic layer was dried
  4. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-96fe742a6f6944548b58cbf634560b95
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09273054B2

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