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Hydrochloric Acid → 4-[2-[1-(2-Hydroxyethyl)cyclohexyl]ethyl]morpholine

HRID 1820296
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1820296
Cl.[O:2]([CH2:20][CH2:21][C:22]1([CH2:28][CH2:29][N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1)[Si](C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1>CO>[OH:2][CH2:20][CH2:21][C:22]1([CH2:28][CH2:29][N:30]2[CH2:31][CH2:32][O:33][CH2:34][CH2:35]2)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 574278614-[2-[1-[2-(tert-Butyldiphenylsiloxy)ethyl]cyclohexyl]ethyl]morpholine

Produkt 1

HCID 231098894-[2-[1-(2-Hydroxyethyl)cyclohexyl]ethyl]morpholineAusbeute 94,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

After adding concentrated hydrochloric acid (0.5 mL, 6.0 mmol) to a solution of 4-[2-[1-[2-(tert-butyldiphenylsiloxy)ethyl]cyclohexyl]ethyl]morpholine (1.31 g, ca. 1.97 mmol) in methanol (10 mL) at room temperature, the mixture was stirred for 4.5 hours. The reaction mixture was then concentrated under reduced pressure, 1N hydrochloric acid (10 mL) was added to the obtained residue, and extraction was performed with diethyl ether. After adding 5N aqueous sodium hydroxide to the aqueous layer to adjust the pH to 12, extraction was performed with diethyl ether. The organic layer was dried (anhydrous sodium sulfate) and then the solvent was distilled off under reduced pressure to obtain the title compound as a colorless oil (448 mg) (94% yield, 2 steps).

Aufarbeitung

  1. concentrationThe reaction mixture was then concentrated under reduced pressure, 1N hydrochloric acid (10 mL)
  2. additionwas added to the obtained residue, and extraction
  3. additionAfter adding 5N aqueous sodium hydroxide to the aqueous layer
  4. extractionto 12, extraction
  5. dry with materialThe organic layer was dried (anhydrous sodium sulfate)
  6. distillationthe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b05445d2cc234bd69232bc0538b13fa0
Quelldatensatz
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07601843B2

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