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Water → Methyl 4-(3-chloropropoxy)benzoate

HRID 359068
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 359068
C(=O)([O-])[O-:2].[K+].[K+].Br[CH2:8][CH2:9][CH2:10][Cl:11].O.[C:13]([O:16][CH2:17]C)(=[O:15])[CH3:14].[CH3:19][CH2:20][CH2:21][CH2:22][CH2:23]C>CN(C=O)C>[Cl:11][CH2:10][CH2:9][CH2:8][O:2][C:21]1[CH:22]=[CH:23][C:14]([C:13]([O:16][CH3:17])=[O:15])=[CH:19][CH:20]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 5

HCID 962WaterHCID 80061-Bromo-3-chloropropaneHCID 8058HexaneHCID 8857Ethyl Acetate2×HCID 11430Potassium Carbonate

Produkt 1

HCID 12389265Methyl 4-(3-chloropropoxy)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228
Dimethylformamide
Lösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

p-Methyl hydroxybenzoate (40 g) and potassium carbonate (54.5 g) in N,N-dimethylformaldehyde (200 ml) were heated with stirring at 100° C. for 1 hour, cooled to 40° C., and then, after adding 1-bromo-3-chloropropane (28.5 ml), the mixture was reacted at 60° C. for 2 hours. After cooling the reaction mixture, water and ethyl acetate were added thereto, and the mixture was separated into layers. The organic layer was washed with water 3 times, concentrated under reduced pressure. To the oily product thus obtained, a small amount of ethyl acetate and n-hexane were added. After the mixture was allowed to stand, the precipitated crystal was collected by filtration and the filtrate was again concentrated under reduced pressure to give the crystal of methy 4-(3-chloropropoxy)benzoate (56.92 g). mp. 52°-55° C.

Aufarbeitung

  1. temperaturecooled to 40° C.
  2. customthe mixture was reacted at 60° C. for 2 hours
  3. additionwere added
  4. customthe mixture was separated into layers
  5. washThe organic layer was washed with water 3 times
  6. concentrationconcentrated under reduced pressure
  7. customTo the oily product thus obtained
  8. filtrationthe precipitated crystal was collected by filtration
  9. concentrationthe filtrate was again concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-862f544e516040858c89fe1ad9db7397
Quelldatensatz
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04999378

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