Sodium Hydroxide → HCID 19027302, Verbindung

HRID 2256776Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2256776
[CH2:1]([O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][O:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=1)[CH:2]=C.[CH2:20]([O:23]CCOCCOC1C=CC(C(OC)=O)=CC=1)[CH:21]=[CH2:22].[OH-].[Na+]>CO>[CH2:20]([O:23][CH2:2][CH2:1][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][O:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=1)[CH:21]=[CH2:22]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 190272884-(2-{2-[(Prop-2-en-1-yl)oxy]ethoxy}ethoxy)benzoic acidHCID 19027301Methyl 4-(2-{2-[(prop-2-en-1-yl)oxy]ethoxy}ethoxy)benzoate

Produkt 1

HCID 19027302HCID 19027302, VerbindungAusbeute 94,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

These compounds were synthesized by similar methods. The representative synthesis of 4-(2-(2-allyloxyethoxy)ethoxy)benzoic acid (11) is presented. A mixture of 8.39 grams (0.03 mole) of the obtained methyl 4-(2-(2-allyloxy-ethoxy)ethoxy)benzoate (7), 6 ml of 50% aqueous sodium hydroxide solution and 150 ml of methanol was stirred under reflux for three hours. Methanol was distilled off (100 ml) and water 600 ml was added. The reaction mixture was acidified with hydrochloric acid. After cooling to 0° C., a white solid was filtered and set aside. The filtrate was extracted with dichloromethane and the extracted material was evaporated to a white solid which was combined with the set-aside material. The combined material was dried under vacuum to yield 4.4 g of product (94.3%). 1H-NMR (CDCl3, TMS): d=3.81-4.25 (m, 10H, --CH2 --(OCH2CH2)2 -- ), 5.23 and 5.9 (m, 3H, CH2 =CH--), 6.95 and 8.05 (2d, 4 aromatic protons), 12.2 (s, 1H, --COOH).

Aufarbeitung

  1. customThese compounds were synthesized by similar methods
  2. temperatureunder reflux for three hours
  3. distillationMethanol was distilled off (100 ml) and water 600 ml
  4. additionwas added
  5. filtrationa white solid was filtered
  6. extractionThe filtrate was extracted with dichloromethane
  7. customthe extracted material was evaporated to a white solid which
  8. customThe combined material was dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-3ac563d5d9934382807ed3baa13b2fd9
Quelldatensatz
uspto-grants-1997_08
Patentnummer
US05656197

Notizen zur Reaktion

Wird geladen…