Hydrochloric Acid → methyl (2S)-5-acetyl-2-ethyl-2,3-dihydro-benzofuran-2-carboxylate

HRID 1866208Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1866208
[CH2:1]([C@@:3]1([C:12]([O:14][CH3:15])=[O:13])[CH2:7][C:6]2[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=2[O:4]1)[CH3:2].[C:16](Cl)(=[O:18])[CH3:17].[Cl-].[Al+3].[Cl-].[Cl-].Cl>ClCCl>[C:16]([C:9]1[CH:10]=[CH:11][C:5]2[O:4][C@:3]([CH2:1][CH3:2])([C:12]([O:14][CH3:15])=[O:13])[CH2:7][C:6]=2[CH:8]=1)(=[O:18])[CH3:17]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 57358441Methyl (2s)-2-ethyl-2,3-dihydro-1-benzofuran-2-carboxylate

Produkt 1

HCID 57978455methyl (2S)-5-acetyl-2-ethyl-2,3-dihydro-benzofuran-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

The product from Step 4 (3.1 g, 15 mmol) was mixed with acetyl chloride (3.5 g, 45 mmol) and aluminum chloride (6.0 g, 45 mmol) in dichloromethane (100 mL). The reaction mixture was stirred at 25° C. for 1 hr and then poured into 1 N aqueous HCl (100 mL). The organic layer was separated and the aqueous phase was extracted with dichloromethane (50 mL). The combined extracts were washed with brine and concentrated to give the title compound, which was used directly for the next step.

Aufarbeitung

  1. customThe organic layer was separated
  2. extractionthe aqueous phase was extracted with dichloromethane (50 mL)
  3. washThe combined extracts were washed with brine
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-df5d09c8880d4b9b996100d1575f085e
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07629372B2

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