Oxalyl chloride → 3-(3,4-Difluorophenyl)propanoyl chloride

HRID 547657Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 547657
[F:1][C:2]1[CH:3]=[C:4]([CH:9]([CH3:13])C(O)=O)[CH:5]=[CH:6][C:7]=1[F:8].C(Cl)(=O)[C:15]([Cl:17])=[O:16]>CN(C)C=O.ClCCl>[F:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:13][C:15]([Cl:17])=[O:16])[CH:5]=[CH:6][C:7]=1[F:8]

Komponenten

5

Edukt 2

HCID 65578Oxalyl chlorideHCID 20668528444170-17-6

Produkt 1

HCID 575859753-(3,4-Difluorophenyl)propanoyl chlorideAusbeute 99,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a dichloromethane solution (200 mL) containing 3,4-difluorophenyl propionic acid (30.45 g, 163.6 mmol) and 2 drops of dimethylformamide was added oxalyl chloride (41.4 g, 327.1 mmol) over 20 min. The resulting solution was stirred for 24 hours at which time the solvent was removed in vacuo. The residual oil was then evaporated with toluene (˜100 mL) yielding 33.4 g of 3-(3,4-difluorophenyl)propanoyl chloride as a yellow liquid, which was taken directly into the next step.

Aufarbeitung

  1. customwas removed in vacuo
  2. customThe residual oil was then evaporated with toluene (˜100 mL)

Quellen und Nachweise

ORD-Eintrag
ord-4b9e394351084ce69d52571f6696f391
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07939528B2

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