Triethylamine → Benzoic acid, 4-(phenylmethoxy)-, 1-(trifluoromethyl)nonyl ester

HRID 257402

Reaktionsgleichung

Reaktionsgleichung von HRID 257402
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13](Cl)=[O:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:18][C:19]([F:31])([F:30])[CH:20]([OH:29])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].CN(C1C=CC=CN=1)C.C(N(CC)CC)C>C(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([O:29][CH:20]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:19]([F:18])([F:30])[F:31])=[O:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 37664104-BenzyloxybenzoylchlorideHCID 38644641,1,1-Trifluorodecan-2-ol

Produkt 1

HCID 14745753Benzoic acid, 4-(phenylmethoxy)-, 1-(trifluoromethyl)nonyl esterAusbeute 96,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 4-benzyloxybenzoic acid chloride (1.23 g) in methylene chloride (10 ml) was added by little and little under ice-cooling a solution of optically active 1,1,1-trifluoro-2-decanol (0.96 g), dimethylaminopyridine (0.55 g) and triethylamine (0.48 g) in methylene chloride (20 ml). The mixture was left to stand overnight at room temperature in order to effect a reaction before the mixture obtained was poured in ice-water. Extraction was effected with methylene chloride and the extracted phase was washed with dilute aqueous hydrochloric acid solution, water, 1N aqueous sodium carbonate solution and water in due order before it was dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain a crude product which was purified by toluene/silica from ethanol to obtain the titled compound (1.84 g).

Aufarbeitung

  1. waitThe mixture was left
  2. customa reaction before the mixture
  3. customobtained
  4. extractionExtraction
  5. washthe extracted phase was washed with dilute aqueous hydrochloric acid solution, water, 1N aqueous sodium carbonate solution and water in due order before it
  6. dry with materialwas dried over anhydrous magnesium sulfate
  7. distillationThe solvent was distilled off
  8. customto obtain a crude product which
  9. customwas purified by toluene/silica from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-fb59fbb2420d4eaabb24576be1e36a79
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05262086

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