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

HRID 2113157Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2113157
[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

Methyl (2S)-2-ethyl-2,3-dihydro-benzofuran-2-carboxylate(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 essentially pure methyl (2S)-5-acetyl-2-ethyl-2,3-dihydro-benzofuran-2-carboxylate.

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-9b23772e317e4423b1d79e6132b6e91c
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07524882B2

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