Thionyl Chloride → 4-(Trifluoromethoxy)phenoxyacetyl chloride

HRID 1009193Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1009193
[F:1][C:2]([F:16])([F:15])[O:3][C:4]1[CH:14]=[CH:13][C:7]([O:8][CH2:9][C:10](O)=[O:11])=[CH:6][CH:5]=1.S(Cl)([Cl:19])=O>CN(C=O)C>[F:1][C:2]([F:16])([F:15])[O:3][C:4]1[CH:14]=[CH:13][C:7]([O:8][CH2:9][C:10]([Cl:19])=[O:11])=[CH:6][CH:5]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 6977052-(4-(Trifluoromethoxy)phenoxy)acetic acid

Produkt 1

HCID 27773084-(Trifluoromethoxy)phenoxyacetyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideKatalysator

Versuchsvorschrift

(4-Trifluoromethoxyphenoxy)-acetic acid (20.7 g, 88 mmol) was dissolved in thionyl chloride (100 mL). DMF (3 drops) was added to the solution. The solution was stirred for 14 hours. The thionyl chloride was removed in vacuo. The resulting oil was dissolved in dichloromethane, filtered through sodium sulfate and concentrate in vacuo to afford the title compound as a paste-like solid (21.8 g, 97% from the phenol): MS (EI-GCMS) for C9H6ClF3O3: 254 (M+).

Aufarbeitung

  1. customThe thionyl chloride was removed in vacuo
  2. dissolutionThe resulting oil was dissolved in dichloromethane
  3. filtrationfiltered through sodium sulfate
  4. concentrationconcentrate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-008a93ab7eb44053911af6dbbb4c8df6
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07973061B2

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