Hydrochloric Acid → 2-(2,6-Dimethoxyphenyl)ethanol

HRID 1060480

Reaktionsgleichung

Reaktionsgleichung von HRID 1060480
[CH3:1][O:2][C:3]1[CH:4]=[C:5](CC(O)=O)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].Cl.[CH3:22][CH2:23][O:24]CC>>[CH3:10][O:9][C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[CH2:22][CH2:23][OH:24]

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 138316(3,5-Dimethoxyphenyl)acetic acidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 2656332-(2,6-Dimethoxyphenyl)ethanol

Versuchsvorschrift

A solution of (3,5-dimethoxy)phenylacetic acid (3 g) in Et2O (100 mL) was cooled to 0° C. and LiAlH4 (1M in Et2O, 16.8 mL) was added. The mixture was warmed to room temperature and stirred for 5 h, whereupon the pH was adjusted to 5 using HCl (1 M). The mixture was washed with H2O/EtOAc and the organic layer was separated. The aqueous layer was extracted with EtOAc. The combined organic layers were dried (MgSO4) and concentrated in vacuo to give 3,5-dimethoxy-4-(2-hydroxyethyl)benzene (2.8 g) as a crude product.

Aufarbeitung

  1. washThe mixture was washed with H2O/EtOAc
  2. customthe organic layer was separated
  3. extractionThe aqueous layer was extracted with EtOAc
  4. dry with materialThe combined organic layers were dried (MgSO4)
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-195acd86ed194668bedb6cac081f645b
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06521666B1

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