Hydrochloric Acid → 1-(1-Hydroxy-2,2,2-trichloroethyl)-2,4,5-trimethoxybenzene

HRID 1957488Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1957488
[Pb](Br)Br.[Al].[CH3:5][O:6][C:7]1[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[CH:11][C:8]=1[CH:9]=[O:10].Cl.[C:20](Cl)([Cl:23])([Cl:22])[Cl:21]>CN(C)C=O>[OH:10][CH:9]([C:8]1[CH:11]=[C:12]([O:17][CH3:18])[C:13]([O:15][CH3:16])=[CH:14][C:7]=1[O:6][CH3:5])[C:20]([Cl:23])([Cl:22])[Cl:21]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 5943Carbon TetrachlorideHCID 205252,4,5-TrimethoxybenzaldehydeHCID 24831Lead (II) bromideHCID 5359268Aluminum

Produkt 1

HCID 190677761-(1-Hydroxy-2,2,2-trichloroethyl)-2,4,5-trimethoxybenzeneAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In 50 ml of dimethylformamide, 0.37 g of lead bromide, 0.41 g of aluminum foil and 1.96 g of 2,4,5-trimethoxybenzaldehyde were added, followed by the addition of 1.9 ml of carbon tetrachloride at room temperature. The resulting mixture was stirred for one hour. After the completion of the reaction, 2N hydrochloric acid was added to the reaction mixture under ice cooling, followed by extraction with ethyl acetate. The extract was washed successively with a saturated aqueous solution of sodium bicarbonate, water and saturated saline, followed by drying over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the crude product so obtained was washed with methanol, whereby 2.49 g of 1-(1-hydroxy-2,2,2-trichloroethyl)-2,4,5-trimethoxybenzene were obtained (yield: 79%). The physical properties of the product were equal to those of the product obtained in Referential Example 2.

Aufarbeitung

  1. additionwas added to the reaction mixture under ice cooling
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe extract was washed successively with a saturated aqueous solution of sodium bicarbonate, water and saturated saline
  4. dry with materialby drying over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customthe crude product so obtained
  7. washwas washed with methanol

Quellen und Nachweise

ORD-Eintrag
ord-5a2012b146ee4f8195214a3d5a53c49b
Quelldatensatz
uspto-grants-1998_07
Patentnummer
US05786355

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