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Aluminum(III) Chloride → 1,8-Dimethyl-1,2,3,4-tetrahydroisoquinoline

HRID 2293135
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2293135
Cl.Br[CH2:3][CH2:4][NH:5][CH:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:14])[CH3:7].[Cl-].[Al+3].[Cl-].[Cl-]>C1C2C(CCCC2)CCC1>[CH3:7][CH:6]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][C:9]=2[CH3:14])[CH2:3][CH2:4][NH:5]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 6451240Aluminum(III) ChlorideHCID 21476474HCID 21476474, Verbindung

Produkt 1

HCID 214765001,8-Dimethyl-1,2,3,4-tetrahydroisoquinolineAusbeute 37,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7044DecalinLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a mixed solution of 14.7 g of the compound (45.5 mM) prepared in Step 4 above and 100 ml of decaline, was added aluminium chloride and reacted at 140°-150° C. for 1.5 hours, which was cooled to 0° C. The reaction mixture was diluted by pouring into ice water and washed with ethyl ether. The reaction mixture was basified by adding aqueous NaOH solution and the solids produced were filtered. The filtrate was extracted from ethyl ether and the extracts was dried over anhydrous sodium sulfate, concentrated under a reduced pressure, to give 3.16 g of the title compound.

Aufarbeitung

  1. customreacted at 140°-150° C. for 1.5 hours
  2. additionThe reaction mixture was diluted
  3. washwashed with ethyl ether
  4. additionby adding aqueous NaOH solution
  5. customthe solids produced
  6. filtrationwere filtered
  7. extractionThe filtrate was extracted from ethyl ether
  8. dry with materialthe extracts was dried over anhydrous sodium sulfate
  9. concentrationconcentrated under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-531df4841b654e1e91d04de2aba01087
Quelldatensatz
uspto-grants-1997_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05686458

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