Potassium Carbonate → Methyl 4-(octyloxy)-2-[(pent-4-en-1-yl)oxy]benzoate

HRID 2220007

Reaktionsgleichung

Reaktionsgleichung von HRID 2220007
[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:6][C:5]=1[OH:19].Br[CH2:22][CH2:23][CH2:24][CH:25]=[CH2:26].C([O-])([O-])=O.[K+].[K+]>CC(=O)CC>[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:6][C:5]=1[O:19][CH2:26][CH2:25][CH2:24][CH:23]=[CH2:22]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 707041-Pentene, 5-bromo-HCID 11536459Methyl 2-hydroxy-4-octyloxybenzoate

Produkt 1

HCID 69309676Methyl 4-(octyloxy)-2-[(pent-4-en-1-yl)oxy]benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

A mixture of 66.1 g (0.234 mol) of 2-Hydroxy-4-octyloxy benzoic acid methyl ester obtained in Step 1, 44.7 g (0.30 mol) of 5-Bromopent-1-ene, 207 g (1.5 mol) of K2CO3 and 700 mL of dry butanone is refluxed for 24 h, then allowed to return to room temperature. The reaction mixture is filtered and the butanone is distilled off under reduced pressure. After drying the residue under vacuum a slightly yellow oil (77.5 g, 95%) is obtained, which can be used in the next step without further purification.

Aufarbeitung

  1. temperatureis refluxed for 24 h
  2. customto return to room temperature
  3. filtrationThe reaction mixture is filtered
  4. distillationthe butanone is distilled off under reduced pressure
  5. dry with materialAfter drying the residue under vacuum a slightly yellow oil (77.5 g, 95%)
  6. customis obtained
  7. customwhich can be used in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-de0158ce895c4d5dafc86eded8a4cfff
Quelldatensatz
uspto-grants-2008_08
Patentnummer
US07416682B2

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