Toluene → 3-(2-Fluoro-4-biphenylyl)-1-butyl pelargonate

HRID 918152Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 918152
[F:1][C:2]1[CH:7]=[C:6]([CH:8]([CH3:12])[CH2:9][CH2:10][OH:11])[CH:5]=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:19](O)(=[O:28])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=CC=1>O>[C:19]([O:11][CH2:10][CH2:9][CH:8]([C:6]1[CH:5]=[CH:4][C:3]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[C:2]([F:1])[CH:7]=1)[CH3:12])(=[O:28])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Komponenten

6

Edukt 4

HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 8158Nonanoic AcidHCID 215232653-(2-Fluoro-4-biphenylyl)-1-butanol

Produkt 1

HCID 537574883-(2-Fluoro-4-biphenylyl)-1-butyl pelargonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture consisting of 6.11 gm (0.025 mol) of 3-(2-fluoro-4-biphenylyl)-1-butanol, 4.27 gm (0.027 mol) of pelargonic acid, 0.25 gm of p-toluene-sulfonic acid and 50 ml of absolute toluene was refluxed in a vessel equipped with a water trap until no more water separated out. Thereafter, the reaction solution was diluted with ether, the organic solution was extracted with water, dilute ammonia and again with water, dried over sodium sulfate, and the solvent was distilled off. 6.45 gm (67% of theory) of the ester of the formula ##EQU26## having a boiling point of 183°-190°C at 0.1 mm Hg were obtained.

Aufarbeitung

  1. temperaturewas refluxed in a vessel
  2. customseparated out
  3. additionThereafter, the reaction solution was diluted with ether
  4. extractionthe organic solution was extracted with water, dilute ammonia and again with water
  5. dry with materialdried over sodium sulfate
  6. distillationthe solvent was distilled off
  7. customwere obtained

Quellen und Nachweise

ORD-Eintrag
ord-b61bee4f63294196986aaa45ab18613a
Quelldatensatz
uspto-grants-1976_07
Patentnummer
US03969419

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