Hydrochloric Acid → 4-Dimethylaminobenzyl alcohol

HRID 6496

Reaktionsgleichung

Reaktionsgleichung von HRID 6496
[CH3:1][N:2]([CH3:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1.[BH4-].[Na+].Cl>C(O)C>[CH3:1][N:2]([CH3:11])[C:3]1[CH:10]=[CH:9][C:6]([CH2:7][OH:8])=[CH:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 74794-(Dimethylamino)BenzaldehydeHCID 4311764Sodium borohydride

Produkt 1

HCID 1371664-Dimethylaminobenzyl alcohol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Mix 4-dimethylaminobenzaldehyde (3.3 g, 22 mmol), sodium borohydride (830 mg, 22 mmol) and absolute ethanol (25 mL). Stir at room temperature until the reaction is complete, pour onto dilute hydrochloric acid and extract into ethyl acetate. Separate the organic phase and extract the aqueous phase with ethyl acetate (2×). Combine the organic phases and dry (MgSO4). Evaporate the solvent in vacuo and purify by silica gel chromatography to give 4-(dimethylamino)benzyl alcohol.

Aufarbeitung

  1. extractionextract into ethyl acetate
  2. customSeparate the organic phase
  3. extractionextract the aqueous phase with ethyl acetate (2×)
  4. dry with materialCombine the organic phases and dry (MgSO4)
  5. customEvaporate the solvent in vacuo
  6. custompurify by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-d66256aab42c4645ba01c94ac4791f03
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05248825

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