2-(Methylamino)ethanol → 2,4,5-trifluoro-N-(2-hydroxyethyl)-N-methylbenzamide

HRID 548708

Reaktionsgleichung

Reaktionsgleichung von HRID 548708
[F:1][C:2]1[CH:10]=[C:9]([F:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH3:13][NH:14][CH2:15][CH2:16][OH:17]>C(Cl)Cl.[OH-].[Na+]>[F:1][C:2]1[CH:10]=[C:9]([F:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4]([N:14]([CH2:15][CH2:16][OH:17])[CH3:13])=[O:5]

Komponenten

5

Edukt 2

HCID 80162-(Methylamino)ethanolHCID 1451642,4,5-Trifluorobenzoyl chloride

Produkt 1

HCID 576631992,4,5-trifluoro-N-(2-hydroxyethyl)-N-methylbenzamideAusbeute 105,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

2,4,5-Trifluorobenzoyl chloride (540 mg, 2.78 mmol) was added to a stirred solution of 2-methylaminoethanol (0.185 mL, 3.06 mmol) in DCM (5 mL) and 10% aqueous sodium hydroxide solution (5 mL) at 0° C. After addition was complete the icebath was removed and the reaction was allowed to warm up to RT and stirred for 3 hours. The phases were then separated and the aqueous phase extracted with DCM (3×30 mL). The combined organic layers were dried (MgSO4), filtered and evaporated to give the desired compound as a colourless oil (686 mg). This material was used without further purification.

Aufarbeitung

  1. additionAfter addition
  2. customwas removed
  3. customThe phases were then separated
  4. extractionthe aqueous phase extracted with DCM (3×30 mL)
  5. dry with materialThe combined organic layers were dried (MgSO4)
  6. filtrationfiltered
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-12045789a31b42b6861539732f48df04
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07943607B2

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