2-Dimethylaminopyridine → 4'-Nonanoyloxybiphenyl-4-carboxylic acid

HRID 1109432

Reaktionsgleichung

Reaktionsgleichung von HRID 1109432
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[C:17](Cl)(=[O:26])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].CN(C1C=CC=CN=1)C>O.C(Cl)Cl.C(N(CC)CC)C>[C:17]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1)(=[O:26])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Komponenten

7

Edukt 3

HCID 218852-DimethylaminopyridineHCID 69819Nonanoyl chlorideHCID 3015564'-Hydroxy-4-biphenylcarboxylic acid

Produkt 1

HCID 136684514'-Nonanoyloxybiphenyl-4-carboxylic acidAusbeute 83,2 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel2×HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

To 13 ml of methylene chloride, were dissolved 1.25 g of 4'-hydroxybiphenyl-4-carboxylic acid and 0.52 g of triethyl amine. To the solution was added 10 ml of methylene chloride solution of 1.2 g of nonanoyl chloride dropwise with stirring at an ambient temperature. Further, 0.2 g of dimethylamino pyridine was added and the solution was stirred for a whole day and night at an ambient temperature. After the termination of the reaction, the solution was concentrated under a reduced pressure, the reaction liquid was poured into water and neutralized, and the precipitate thus formed was separated by filtration, and washed with hexane, and dried under a reduced pressure to obtain 1.72 g of the desired compound.

Aufarbeitung

  1. stirringthe solution was stirred for a whole day and night at an ambient temperature
  2. customAfter the termination of the reaction
  3. concentrationthe solution was concentrated under a reduced pressure
  4. customthe reaction liquid
  5. customneutralized, and the precipitate thus formed
  6. customwas separated by filtration
  7. washwashed with hexane
  8. customdried under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-41299064f3b441c4b2b4a0a8acdd1ed5
Quelldatensatz
uspto-grants-1994_06
Patentnummer
US05320776

Verknüpfte Notizen

Wird geladen…