2-Acetyl-5-methylthiophene → 1-(5-Methyl-2-thienyl)ethanol

HRID 911348

Reaktionsgleichung

Reaktionsgleichung von HRID 911348
[BH4-].[Na+].[C:3]([C:6]1[S:7][C:8]([CH3:11])=[CH:9][CH:10]=1)(=[O:5])[CH3:4]>CO>[OH:5][CH:3]([C:6]1[S:7][C:8]([CH3:11])=[CH:9][CH:10]=1)[CH3:4]

Komponenten

4

Edukt 2

HCID 836552-Acetyl-5-methylthiopheneHCID 4311764Sodium borohydride

Produkt 1

HCID 150917951-(5-Methyl-2-thienyl)ethanolAusbeute 98,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Add sodium borohydride (270 mg, 7.13 mmol) to a solution of 2-acetyl-5-methylthiophene (1.0 g, 7.13 mmol) in methanol (40 mL). Stir the mixture for 1 h at room temperature. Remove the solvent in vacuo and partition the residue between water and DCM. Separate the organic phase, dry over Na2SO4, filter and concentrate to obtain the desired intermediate as an oil (0.995 g, 98%) that was used without further purification. GC-MS m/z 142 (M+).

Aufarbeitung

  1. customRemove the solvent in vacuo
  2. custompartition the residue between water and DCM
  3. customSeparate the organic phase
  4. dry with materialdry over Na2SO4
  5. filtrationfilter
  6. concentrationconcentrate

Quellen und Nachweise

ORD-Eintrag
ord-35e11b1c7cc242e69b94091dbc8564d5
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08022062B2

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