3-Hydroxybenzaldehyde → 3-(Cyclopropylmethoxy)benzaldehyde

HRID 640254Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 640254
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].C(=O)([O-])[O-].[K+].[K+].[CH:16]1([CH2:19]Cl)[CH2:18][CH2:17]1>CN(C)C=O>[CH:16]1([CH2:19][O:1][C:2]2[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=2)[CH:5]=[O:6])[CH2:18][CH2:17]1

Komponenten

5

Edukt 3

HCID 1013-HydroxybenzaldehydeHCID 11430Potassium CarbonateHCID 80013(Chloromethyl)cyclopropane

Produkt 1

HCID 220482703-(Cyclopropylmethoxy)benzaldehydeAusbeute 99,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

3-Hydroxybenzaldehyde (3 g, 24.6 mmol) and potassium carbonate (10.2 g, 73.8 mmol) were suspended in N,N-dimethylformamide (60 mL). Cyclopropyl methyl chloride (2.86 mL, 29.5 mmol) was added to this suspension, and stirred for 19 hours at room temperature. This mixture was partitioned into ethyl acetate and water. The organic layer was separated, washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (4.32 g).

Aufarbeitung

  1. customThis mixture was partitioned into ethyl acetate and water
  2. customThe organic layer was separated
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f1ef29fe4c7c4f9bbfb873a6700b3963
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691882B2

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