Hydrochloric Acid → 2-[(9,10-Methanoanthracen-9(10H)-yl)methyl]-4-methylmorpholine

HRID 442520Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 442520
[NH:1]1[CH2:6][CH2:5][O:4][CH:3]([CH2:7][C:8]23[CH2:22][CH:15]([C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=42)[C:14]2[C:9]3=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:2]1.[CH2:23]=O.Cl>C(O)=O>[CH3:23][N:1]1[CH2:6][CH2:5][O:4][CH:3]([CH2:7][C:8]23[CH2:22][CH:15]([C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=42)[C:14]2[C:9]3=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:2]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 214150272-[(9,10-Methanoanthracen-9(10H)-yl)methyl]morpholine

Produkt 1

HCID 214150012-[(9,10-Methanoanthracen-9(10H)-yl)methyl]-4-methylmorpholine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 9-(2-morpholinylmethyl)-9,10-dihydro-9,10-methanoanthracene (200 mg), formic acid (600 mg) and 37% formalin (0.25 ml) was stirred at 80° C for 2 hours. 4N Hydrochloric acid was added to the cooled reaction mixture, and the reaction mixture was evaporated to dryness. The residue was diluted with water, basified with aqueous ammonia and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous sodium sulfate and evaporated to dryness to give 9-(4-methyl-2-morpholinylmethyl)-9,10-dihydro-9,10-methanoanthracene, M.P. 136° - 137° C.

Aufarbeitung

  1. customthe reaction mixture was evaporated to dryness
  2. additionThe residue was diluted with water
  3. extractionextracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-ff20da63c50b49caac87494fae9fd86e
Quelldatensatz
uspto-grants-1977_08
Patentnummer
US04045560

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