Methyl 2-(bromomethyl)benzoate → HCID 54274226, Verbindung

HRID 34666

Reaktionsgleichung

Reaktionsgleichung von HRID 34666
[SH:1][C:2]1[S:3][C:4]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[C:5]([CH3:7])[N:6]=1.Br[CH2:14][C:15]1[CH:24]=[CH:23][CH:22]=[CH:21][C:16]=1[C:17]([O:19][CH3:20])=[O:18]>CN(C=O)C.C(=O)([O-])[O-].[K+].[K+]>[CH3:20][O:19][C:17]([C:16]1[CH:21]=[CH:22][CH:23]=[CH:24][C:15]=1[CH2:14][S:1][C:2]1[S:3][C:4]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[C:5]([CH3:7])[N:6]=1)=[O:18]

Komponenten

5

Edukt 2

HCID 2734813Methyl 2-(bromomethyl)benzoateHCID 178499653HCID 178499653, Verbindung

Produkt 1

HCID 54274226HCID 54274226, VerbindungAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 11430Potassium CarbonateLösungsmittel

Versuchsvorschrift

4.1 g of methyl 2-mercapto-4-methyl-1,3-thiazol-5-yl-acetate were dissolved in 50 ml of DMF and, in the presence of 5 g of ground potassium carbonate, 5.1 g of methyl 2-bromomethylbenzoate were added dropwise. After the evolution of heat had subsided, the mixture was stirred for 1 h, filtered, and DMF was removed in a rotary evaporator. The residue was taken up in ethyl acetate and washed 2× with water. The organic phase was dried, and the solvent was removed in vacuo. 5.6 g of an oil were obtained.

Aufarbeitung

  1. additionwere added dropwise
  2. temperatureAfter the evolution of heat
  3. filtrationfiltered
  4. customDMF was removed in a rotary evaporator
  5. washwashed 2× with water
  6. customThe organic phase was dried
  7. customthe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c42ac3ccbbba4d8684fbf60a52d2a018
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04762848

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