Tetrahydrofuran → 1-(1,3-Dioxaindan-5-yl)ethan-1-ol

HRID 1251826

Reaktionsgleichung

Reaktionsgleichung von HRID 1251826
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH2:10][C:11](O)=O)=[CH:4][C:3]=2[O:2]1.C1C[O:17]CC1>>[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:10]([OH:17])[CH3:11])=[CH:4][C:3]=2[O:2]1

Komponenten

3

Edukt 2

HCID 8028Tetrahydrofuran2×HCID 76115Benzo-1,3-dioxole-5-acetic acid

Produkt 1

HCID 2218821-(1,3-Dioxaindan-5-yl)ethan-1-olAusbeute 98 %

Versuchsvorschrift

To a solution of 2-(3,4-methylenedioxy)phenylacetic acid (5 g, 25.75 mmol) in anhydrous THF (20 ml) at 0° C. was added BH3 THF (40 ml, 1.0 M in THF). The mixture was stirred at room temperature for 1 h. To work up, THF was evaporated on a rotavap. The residue was treated with water (100 ml) Acidified and extracted with ether (2×100 ml). Removal of the solvent under reduced pressure gave 2-(3,4-methylenedioxy)phenyl-1-ethanol as an oil (4.7 g, 98% yield).

Aufarbeitung

  1. customTHF was evaporated on a rotavap
  2. additionThe residue was treated with water (100 ml)
  3. extractionextracted with ether (2×100 ml)
  4. customRemoval of the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f89d465ff28f4154b01f54be78a302c9
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06342610B2

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