Water → 4-(Dimethylaminomethyl)-2-thiophenemethanol

HRID 867920Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 867920
[OH:1][CH2:2][C:3]1[S:7][CH:6]=[C:5]([C:8]([N:10]([CH3:12])[CH3:11])=O)[CH:4]=1.[H-].[Al+3].[H-].[H-].O>O1CCCC1.Cl>[CH3:12][N:10]([CH2:8][C:5]1[CH:4]=[C:3]([CH2:2][OH:1])[S:7][CH:6]=1)[CH3:11]

Komponenten

6

Edukt 3

HCID 962WaterHCID 212890685-(Hydroxymethyl)-N,N-dimethyl-3-thiophenecarboxamideHCID 21584524Aluminiumhydride

Produkt 1

HCID 129265384-(Dimethylaminomethyl)-2-thiophenemethanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of 5-(hydroxymethyl)-N,N-dimethyl-3-thiophenecarboxamide (1.7 g) in dry tetrahydrofuran (150 ml) was treated with a 0.5M solution of aluminium hydride in tetrahydrofuran (26 ml). After 2 h at room temperature, water (5 ml) was cautiously added and the mixture was filtered through diatomaceous earth. The filtrate was evaporated to leave an oily residue, which was dissolved in 2M hydrochloric acid (20 ml). The aqueous solution was washed with diethyl ether, basified with 5M sodium hydroxide and extracted with ethyl acetate.

Aufarbeitung

  1. filtrationthe mixture was filtered through diatomaceous earth
  2. customThe filtrate was evaporated
  3. customto leave an oily residue, which
  4. washThe aqueous solution was washed with diethyl ether
  5. extractionextracted with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-83da7cd5e98f4b96a1597a8bf33d8a48
Quelldatensatz
uspto-grants-1988_10
Patentnummer
US04777179

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