1,3-Benzodioxole-4-carboxaldehyde → (1,3-Dioxaindan-4-yl)methanol

HRID 2041209Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2041209
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([CH:10]=[O:11])[C:4]=2[O:3][CH2:2]1.[BH4-].[Na+]>C1COCC1>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([CH2:10][OH:11])[C:4]=2[O:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 822641,3-Benzodioxole-4-carboxaldehydeHCID 4311764Sodium borohydride

Produkt 1

HCID 2776187(1,3-Dioxaindan-4-yl)methanolAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Dissolve benzo[1,3]dioxole-4-carbaldehyde (2.0 g, 13.3 mmol) in anhydrous THF (30 mL) and treat with sodium borohydride (0.5 g, 13.3 mmol) at 0° C. Stir the reaction mixture for 30 min at ambient temperature and quench with water (30 mL). Extract the reaction mixture with DCM (3×10 mL), combine the organic extracts and dry over anhydrous Na2SO4. Remove the solvent to obtain the desired intermediate as a colorless oil (1.9 g, 94%).

Aufarbeitung

  1. customquench with water (30 mL)
  2. extractionExtract the reaction mixture with DCM (3×10 mL)
  3. dry with materialdry over anhydrous Na2SO4
  4. customRemove the solvent

Quellen und Nachweise

ORD-Eintrag
ord-7ae46dfdd56e4d428ec68292d46c5cd5
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08580780B2

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