Ammonium Chloride → (4-Phenylthiophen-2-yl)methanol

HRID 1903710Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1903710
[C:1]1([C:7]2[CH:8]=[C:9]([CH:12]=[O:13])[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+].[NH4+].[Cl-]>C(O)C>[C:1]1([C:7]2[CH:8]=[C:9]([CH2:12][OH:13])[S:10][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 50094674-Phenylthiophene-2-carbaldehyde

Produkt 1

HCID 12941349(4-Phenylthiophen-2-yl)methanolAusbeute 96,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A stirred suspension of 4phenyl-2-thiophenecarboxaldehyde (4.32 g) in absolute ethanol (85 ml) was cooled in an ice-bath and treated with NaBH4 (1.06g). After 20 min. the mixture was allowed to attain ambient temperature when stirring was continued for 6h. Saturated aqueous NH4Cl (30 ml) was then carefully added to the vigorously stirred mixture, and the resulting suspension extracted with ether (2×200 ml). The combined extracts were dried (Na2SO4 /K2CO3), filtered and evaporated to give the title compound (4.2 g) as crystals, m.p. 112°-113°.

Aufarbeitung

  1. temperaturewas cooled in an ice-bath
  2. customto attain ambient temperature
  3. waitwas continued for 6h
  4. extractionthe resulting suspension extracted with ether (2×200 ml)
  5. dry with materialThe combined extracts were dried (Na2SO4 /K2CO3)
  6. filtrationfiltered
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-06fe649b35734fe2affe9b2ff590357a
Quelldatensatz
uspto-grants-1984_03
Patentnummer
US04438111

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