Water → 3-(Thiophen-2-yl)propan-1-ol

HRID 324774

Reaktionsgleichung

Reaktionsgleichung von HRID 324774
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][C:8](O)=[O:9].O.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][CH2:8][OH:9]

Komponenten

5

Edukt 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 7031693-(2-Thienyl)propanoic acid

Produkt 1

HCID 131098663-(Thiophen-2-yl)propan-1-olAusbeute 103,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 3-(2-thienyl)propionic acid (5.0 g, 32.0 mmol) in tetrahydrofuran (20 ml) at 0° C. was added 1 M borane tetrahydrofuran complex (33.5 ml, 33.5 mmol) dropwise over 30 minutes. The reaction mixture was then stirred for 18 h whilst warming to room temperature. The temperature was then reduced to 0° C. and water (20 ml) was added to quench the reaction. The solution was then basified with potassium carbonate, the layers separated and the aqueous layer washed with diethyl ether. The combined organic layers were washed with brine, dried and concentrated to yield the title compound (4.71 g) as an oil. DCI MS m/z 142 [M+H]+.

Aufarbeitung

  1. customwas then reduced to 0° C.
  2. customto quench
  3. customthe reaction
  4. customthe layers separated
  5. washthe aqueous layer washed with diethyl ether
  6. washThe combined organic layers were washed with brine
  7. customdried
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-829ab7ee72574acab0ebff41a2be95ff
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06218538B1

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