StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Hydrochloric Acid → HCID 18663626, Verbindung

HRID 1956560
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1956560
Br[CH2:2][C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[CH:4]=1.[CH2:18]([NH2:21])[CH:19]=[CH2:20].COC(C)(C)C.[ClH:28]>CO.C(OCC)C.C(OCC)(=O)C>[ClH:28].[CH2:18]([NH:21][CH2:2][C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[CH:4]=1)[CH:19]=[CH2:20].[CH2:18]([NH:21][CH2:2][C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[CH:4]=1)[CH:19]=[CH2:20]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

9

Edukt 4

HCID 313Hydrochloric AcidHCID 7853AllylamineHCID 15413tert-Butyl methyl etherHCID 18663590HCID 18663590, Verbindung

Produkt 2

HCID 1006131010-Allylaminomethyldibenz[b,f]oxepineHCID 18663626HCID 18663626, VerbindungAusbeute 39 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 3283Diethyl EtherLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

At 50° C. a solution of 0.5 ml (1.74 mmol) of 10-bromomethyl-dibenz[b,F]oxepine is squirted into a solution of 0.3 ml (4 mmol) of allylamine in 0.9 ml of anhydrous methanol and the mixture is stirred for 30 minutes. Tert-butyl methyl ether and ethyl acetate are added and the mixture is extracted 3× with 20 ml of 1N hydrochloric acid each time, the combined aqueous phases are rendered basic with potassium hydroxide pellets and extracted 2× with ethyl acetate, and the organic phases are dried over sodium sulfate and concentrated. 0.35 ml (0.7 mmol) of 2N ethereal hydrochloric acid is added to the crude amine (180 mg) in 2 ml of diethyl ether, and the precipitated white hydrochloride is washed with diethyl ether and dried under a high vacuum at 40° C. 200 mg (667 μmol)=39% of the title compound alias 10-allylaminomethyl-dibenz[b,f]oxepine are obtained in the form of white crystals; melting point: 148°-158° C.; 1H-NMr (CD3OD, 200 MHz). 3.74 (d, 2H); 4.35 (d, 2H), 5.55 (m, 2H); 5.95 (m, 1H); 7.20-7.58 (m, 9H); MS: 263 (M+, free base), 222, 208, 181, 165, 152.

Aufarbeitung

  1. customAt 50° C.
  2. extractionthe mixture is extracted 3× with 20 ml of 1N hydrochloric acid each time
  3. extractionextracted 2× with ethyl acetate
  4. dry with materialthe organic phases are dried over sodium sulfate
  5. concentrationconcentrated
  6. washthe precipitated white hydrochloride is washed with diethyl ether
  7. customdried under a high vacuum at 40° C

Quellen und Nachweise

ORD-Eintrag
ord-936fc637f31144c18c097e4bdb7c27b5
Quelldatensatz
uspto-grants-1998_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05780500

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion