Water → HCID 19762772, Verbindung

HRID 249049

Reaktionsgleichung

Reaktionsgleichung von HRID 249049
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:10]([N:12](CCO)[C:13]1C=CC=C[CH:14]=1)[CH3:11].C(N(CC)CC)C.[OH2:29]>C1COCC1>[C:1]([O:8][CH2:11][CH2:10][NH:12][CH2:13][CH3:14])(=[O:29])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 623382-(N-ethylanilino)ethanol

Produkt 1

HCID 19762772HCID 19762772, VerbindungAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Benzoyl chloride (7.8 mL, 66 mmol) was added dropwise to a stirring solution of (N-ethyl-N-(2-hydroxyethyl)aniline (10 g, 60 mmol) in THF (200 ML) containing triethyl amine (9.2 g, 66 mmol) at room temperature. The mixture formed a thick precipitate which was stirred for 18 hours and then poured into water (400 mL). The aqueous layer was extracted with ethyl acetate (3×200 mL). The combined organic extracts were washed successively with 1 molar hydrochloric acid (100 mL), saturated sodium bicarbonate (100 mL), water (100 mL), saturated sodium chloride (100 mL), dried over magnesium sulfate and the solvent was removed under reduced pressure to yield the product (16.4 g, 96% yield) as a dark green oil.

Aufarbeitung

  1. customThe mixture formed a thick precipitate which
  2. extractionThe aqueous layer was extracted with ethyl acetate (3×200 mL)
  3. washThe combined organic extracts were washed successively with 1 molar hydrochloric acid (100 mL), saturated sodium bicarbonate (100 mL), water (100 mL), saturated sodium chloride (100 mL)
  4. dry with materialdried over magnesium sulfate
  5. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-43ea3992753e40759df9faf134894b0e
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05212269

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