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

HRID 2286190Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2286190
[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 4-phenyl-2-thiophenecarboxaldehyde (4.32 g) in absolute ethanol (85 ml) was cooled in an ice-bath and treated with NaBH4 (1.06 g). 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 ER (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 ER (2×200 ml)
  5. dry with materialThe combined extracts were dried (Na2SO4 /K2CO3)
  6. filtrationfiltered
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-f46f420f079f4a459b52e7d8a6d35d06
Quelldatensatz
uspto-grants-1982_04
Patentnummer
US04327092

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