4-Hydroxybenzoic Acid → Benzoic acid, 4-((1-oxodecyl)oxy)-

HRID 247802

Reaktionsgleichung

Reaktionsgleichung von HRID 247802
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[C:11](Cl)(=[O:21])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].CN(C1C=CC=CN=1)C.Cl>C(Cl)Cl.O.C(N(CC)CC)C>[CH2:12]([C:11]([O:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1)=[O:21])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Komponenten

8

Edukt 4

HCID 1354-Hydroxybenzoic AcidHCID 313Hydrochloric AcidHCID 218852-DimethylaminopyridineHCID 66982Decanoyl chloride

Produkt 1

HCID 3608562Benzoic acid, 4-((1-oxodecyl)oxy)-Ausbeute 42,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

A solution of 4-hydroxybenzoic acid (3 g), decanoic acid chloride (4.3 g), triethylamine (2.4 g) and dimethylaminopyridine (0.2 g) in methylene chloride (50 ml) was stirred at room temperature for 24 hours, and then poured in water. The solution was neutralized with dilute aqueous hydrochloric acid solution and extracted with dimethyl ether. The extracted product was dried over anhydrous magnesium sulfate and distilled to remove the solvent. The residue was washed enough with hexane to obtain the titled compound (2.7 g).

Aufarbeitung

  1. extractionextracted with dimethyl ether
  2. dry with materialThe extracted product was dried over anhydrous magnesium sulfate
  3. distillationdistilled
  4. customto remove the solvent
  5. washThe residue was washed enough with hexane

Quellen und Nachweise

ORD-Eintrag
ord-081baeb5b5c44533a76afd5b27c1e8e0
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05207947

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