Hydrochloric Acid → 4-Aminotetrahydro-2H-pyran-4-carboxylic acid ethyl ester

HRID 2288105Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2288105
[CH2:1]([O:3][C:4]([C:6]1([N:12]=C(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:11][CH2:10][O:9][CH2:8][CH2:7]1)=[O:5])[CH3:2].Cl>C(OCC)C>[CH2:1]([O:3][C:4]([C:6]1([NH2:12])[CH2:7][CH2:8][O:9][CH2:10][CH2:11]1)=[O:5])[CH3:2]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 545353934-[N-(diphenylmethylene)amino]tetrahydropyran-4-carboxylic acid ethyl ester

Produkt 1

HCID 544950714-Aminotetrahydro-2H-pyran-4-carboxylic acid ethyl esterAusbeute 87,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of 4-[N-(diphenylmethylene)amino]tetrahydropyran-4-carboxylic acid ethyl ester (16.0 grams, 0.047 mole) in diethyl ether (120 mL) was added 1M aqueous hydrochloric acid solution (100 mL). The mixture was stirred vigorously at room temperature for 16 hours. The layers were separated and the aqueous layer washed with diethyl ether. The aqueous layer was brought to pH 10 with dilute aqueous ammonium hydroxide solution and extracted with dichloromethane. The organic extract was dried over sodium sulfate and concentrated to give 4-aminotetrahydropyran-4-carboxylic acid ethyl ester (7.128 g, 71.7%) as an oil.

Aufarbeitung

  1. customThe layers were separated
  2. washthe aqueous layer washed with diethyl ether
  3. extractionextracted with dichloromethane
  4. extractionThe organic extract
  5. dry with materialwas dried over sodium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-006e6c7fd2884c88aaa00e10bfeecd26
Quelldatensatz
uspto-grants-2000_07
Patentnummer
US06087392

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