2-Fluoro-4,5-dimethoxybenzaldehyde → (2-Fluoro-4,5-dimethoxyphenyl)methanol

HRID 722095

Reaktionsgleichung

Reaktionsgleichung von HRID 722095
[F:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[CH:6][C:3]=1[CH:4]=[O:5].[BH4-].[Na+]>CO>[F:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[CH:6][C:3]=1[CH2:4][OH:5]

Komponenten

4

Edukt 2

HCID 6035952-Fluoro-4,5-dimethoxybenzaldehydeHCID 4311764Sodium borohydride

Produkt 1

HCID 604215(2-Fluoro-4,5-dimethoxyphenyl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 2-fluoro-4,5-dimethoxy-benzaldehyde (6.0 mmol) in MeOH (10 mL) was treated with NaBH4 (1.2 equiv.) at 0–23° C. for 0.5 h. After quenching with acetone and evaporating the solvent, work-up (CH2Cl2), drying (MgSO4) and evaporation gave the title compound as a crude oily product (94% yield). 1H-NMR (CDCl3): δ 6.90–6.88 (d, 1H), 6.61–6.64 (d, 1H), 4.65–4.63 (d, 2H), 3.86 (s, 3H), 3.84 (s, 3H), 2.00–1.94 (t, 1H).

Aufarbeitung

  1. customAfter quenching with acetone
  2. customevaporating the solvent, work-up (CH2Cl2)
  3. customdrying
  4. custom(MgSO4) and evaporation

Quellen und Nachweise

ORD-Eintrag
ord-ba5a6f0e06aa402396797bbda25049d4
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07138401B2

Verknüpfte Notizen

Wird geladen…