Hydrochloric Acid → 1-(4-Trifluoromethyl-benzyloxy)-naphthalene-2-carboxylic acid

HRID 1039111Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1039111
C[O:2][C:3]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=1)=[O:4].[OH-].[Na+].CO.Cl>O>[F:24][C:23]([F:25])([F:26])[C:20]1[CH:19]=[CH:18][C:17]([CH2:16][O:15][C:6]2[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:13]=[CH:14][C:5]=2[C:3]([OH:4])=[O:2])=[CH:22][CH:21]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 688451721-(4-Trifluoromethyl-benzyloxy)-naphthalene-2-carboxylic acid methyl ester

Produkt 1

HCID 688420491-(4-Trifluoromethyl-benzyloxy)-naphthalene-2-carboxylic acidAusbeute 79,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To 1.59 g of 1-(4-trifluoromethyl-benzyloxy)-naphthalene-2-carboxylic acid methyl ester were added 10 ml of 2 M aqueous sodium hydroxide and 10 ml of methanol. After 3 h at reflux the mixture was poured unto water, treated with 2 M hydrochloric acid, and three times extracted with ethyl acetate. The combined organic layers were dried over magnesium sulphate and concentrated in vacuo. The resulting residue was purified by crystallization from pentane to yield 1.22 g of 1-(4-trifluoromethyl-benzyloxy)-naphthalene-2-carboxylic acid.

Aufarbeitung

  1. temperatureAfter 3 h at reflux the mixture
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic layers were dried over magnesium sulphate
  4. concentrationconcentrated in vacuo
  5. customThe resulting residue was purified by crystallization from pentane

Quellen und Nachweise

ORD-Eintrag
ord-5941664bf4b04cb7b12291e013085dcf
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08552033B2

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