N-bromobutanimide → Methyl 2-bromo-2-(2-fluorophenyl)acetate

HRID 77057Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 77057
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([O:11][CH3:12])=[O:10].[Br:13]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(Cl)Cl.Br>[CH3:12][O:11][C:9](=[O:10])[CH:8]([Br:13])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[F:1]

Komponenten

6

Edukt 2

HCID 67184N-bromobutanimideHCID 2733230Methyl 2-fluorophenylacetate

Produkt 1

HCID 18004644Methyl 2-bromo-2-(2-fluorophenyl)acetateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 260Hydrogen BromideKatalysatorHCID 5943Carbon TetrachlorideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of methyl 2-(2-fluorophenyl)acetate (1.0 g, 5.95 mmol) in CCl4 (15 mL), are added N-bromo succinimide (1.06 g, 5.95 mmol) and 48% hydrogen bromide (33 uL, 0.30 mmol) and the reaction is refluxed for 15 hours. Reaction is diluted with DCM and washed with Na2CO3 and water. The organic phase is dried over Na2SO4, filtered and evaporated under vacuum to afford intermediate I261 as a dark brown oil (1.47 g, quantitative yield).

Aufarbeitung

  1. temperaturethe reaction is refluxed for 15 hours
  2. customReaction
  3. washwashed with Na2CO3 and water
  4. dry with materialThe organic phase is dried over Na2SO4
  5. filtrationfiltered
  6. customevaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-f26078ed0dd84d4fbbbb137db6d9c9c3
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835682B2

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