Methanol → HCID 58563097, Verbindung

HRID 1186160Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1186160
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:12])=[C:6]([CH2:8][C:9](O)=[O:10])[CH:7]=1.S(Cl)([Cl:15])=O.CN(C)C=O.CO>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:12])=[C:6]([CH2:8][C:9]([Cl:15])=[O:10])[CH:7]=1

Komponenten

6

Edukt 4

HCID 887MethanolHCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 35846902-(5-Bromo-2-fluorophenyl)acetic acid

Produkt 1

HCID 58563097HCID 58563097, VerbindungAusbeute 105 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a mixture of commercially available 5-bromo-2-fluorophenylacetic acid (compound B1A, [CAS No. 883514-21-4], 6.42 g, 26 mmol) in toluene (52 ml) and thionyl chloride (SOCl2) (4.721 ml, 40 mmol) at 23° C. was added a drop of N,N-dimethylformamide (DMF) and the mixture was stirred at 80° C. for 4 hours (reaction checked by HPLC with product+MeOH). All volatiles were removed by rotary evaporation and the residue was dried in high vacuum to give the title compound as a colorless liquid (7.01 g, 105%), which was used without further purification.

Aufarbeitung

  1. customAll volatiles were removed by rotary evaporation
  2. customthe residue was dried in high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-1cacbbe8bc0a4e71bb30f0c81ac83ffb
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08673894B2

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