Hydrochloric Acid → 4-(Tetradecyloxy)benzoic acid

HRID 247912

Reaktionsgleichung

Reaktionsgleichung von HRID 247912
C[O:2][C:3](=[O:25])[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][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:6][CH:5]=1.[OH-].[K+].Cl>C(Cl)Cl.O.CO.C(O)C>[CH2:11]([O:10][C:7]1[CH:6]=[CH:5][C:4]([C:3]([OH:25])=[O:2])=[CH:9][CH:8]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Komponenten

8

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 3312490Methyl 4-(tetradecyloxy)benzoate

Produkt 1

HCID 2894104-(Tetradecyloxy)benzoic acidAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 702EthanolLösungsmittelHCID 887MethanolLösungsmittel2×HCID 962WaterLösungsmittel2×HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To 20 g of product from Example 1 is added 9.66 g potassium hydroxide, 160 ml methyl alcohol, 10 ml water and 70 ml ethyl alcohol. The reaction mixture is refluxed for 6.5 hours, during which time an additional 100 ml methyl alcohol and 100 ml water is added. To the cooled reaction mixture is added 1 L of methylene chloride and sufficient concentrated hydrochloric acid to make the reaction pH acidic. The white crystals are collected and dried in vacuo over phosphorus pentoxide to give 19.0 g of the desired product. MP 94°-96° C.

Aufarbeitung

  1. additionis added
  2. customTo the cooled reaction mixture
  3. customThe white crystals are collected
  4. dry with materialdried in vacuo over phosphorus pentoxide

Quellen und Nachweise

ORD-Eintrag
ord-1f1a5e5e33ab43668325737b19d38676
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05208247

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