Water → 1-(4'-Acetylbiphenyl-4-yl)cyclopropanecarboxylic acid isopropyl ester

HRID 2391051Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2391051
[CH:1]([O:4][C:5]([C:7]1([C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:12][CH:11]=2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-].[C:26](Cl)(=[O:28])[CH3:27].O>C(Cl)Cl>[CH:1]([O:4][C:5]([C:7]1([C:10]2[CH:11]=[CH:12][C:13]([C:16]3[CH:21]=[CH:20][C:19]([C:26](=[O:28])[CH3:27])=[CH:18][CH:17]=3)=[CH:14][CH:15]=2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 666602081-(Biphenyl-4-yl)cyclopropanecarboxylic acid isopropyl ester

Produkt 1

HCID 666602881-(4'-Acetylbiphenyl-4-yl)cyclopropanecarboxylic acid isopropyl esterAusbeute 108,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To 1-(biphenyl-4-yl)cyclopropanecarboxylic acid isopropyl ester (10.2 g, 36 mmol) in CH2Cl2 (100 mL) was added aluminum chloride (10.2 g, 76.5 mmol) followed by acetyl chloride (5.97 g, 76.5 mmol). The solution was stirred at room temperature for 1.5 hours then slowly poured into water. The organic layer was separated and extracted 1 time with sodium potassium tartrate solution (20 g in 250 mL water). The organic layer was dried and evaporated to yield 12.6 g of the title compound.

Aufarbeitung

  1. customThe organic layer was separated
  2. extractionextracted 1 time with sodium potassium tartrate solution (20 g in 250 mL water)
  3. customThe organic layer was dried
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-64a862f4c3a142938e97e3244ed2198c
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08273780B2

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