8-Chloro-7-isopropoxy-4-isopropyl-2,2-dimethyl-2H-chromene-6-carbaldehyde → 1-(8-Chloro-7-isopropoxy-4-isopropyl-2,2-dimethyl-2H-chromene-6-yl)-ethanol

HRID 2180535Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2180535
[Cl:1][C:2]1[C:3]([O:19][CH:20]([CH3:22])[CH3:21])=[C:4]([CH:17]=[O:18])[CH:5]=[C:6]2[C:11]=1[O:10][C:9]([CH3:13])([CH3:12])[CH:8]=[C:7]2[CH:14]([CH3:16])[CH3:15].[CH3:23][Mg]Cl>C1COCC1>[Cl:1][C:2]1[C:3]([O:19][CH:20]([CH3:22])[CH3:21])=[C:4]([CH:17]([OH:18])[CH3:23])[CH:5]=[C:6]2[C:11]=1[O:10][C:9]([CH3:12])([CH3:13])[CH:8]=[C:7]2[CH:14]([CH3:16])[CH3:15]

Komponenten

4

Edukt 2

HCID 224909788-Chloro-7-isopropoxy-4-isopropyl-2,2-dimethyl-2H-chromene-6-carbaldehyde2×HCID 178418332HCID 178418332, Verbindung

Produkt 1

HCID 224910421-(8-Chloro-7-isopropoxy-4-isopropyl-2,2-dimethyl-2H-chromene-6-yl)-ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 8-chloro-7-isopropoxy-4-isopropyl-2,2-dimethyl-2H-chromene-6-carbaldehyde, (Compound 135, 0.97 g, 3.0 mmol) in THF (15 mL) at was added methylmagnesium chloride (3M in THF, 1.6 mL, 4.8 mmol). After stirring at 0° C. for 30 min, the reaction was quenched with 1N HCl. The resulting mixture was diluted with water, extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried (MgSO4), filtered, and concentrated under reduced pressure to give the title compound as a yellow foam.

Aufarbeitung

  1. customthe reaction was quenched with 1N HCl
  2. additionThe resulting mixture was diluted with water
  3. extractionextracted with ethyl acetate
  4. washThe combined organic layers were washed with water and brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f47085a4623e4367a4d2b2ae88f94fd5
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06887896B1

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