Hydrochloric Acid → (+/-)-N-isobutyl-N-(2,3,4,5-tetrahydro-1-benzoxepin-8-ylmethyl)morpholine-2-carboxamide hydrochloride

HRID 2264169Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2264169
[CH2:1]([N:5]([CH2:21][C:22]1[CH:32]=[CH:31][C:25]2[CH2:26][CH2:27][CH2:28][CH2:29][O:30][C:24]=2[CH:23]=1)[C:6]([CH:8]1[O:13][CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9]1)=[O:7])[CH:2]([CH3:4])[CH3:3].[ClH:33]>O1CCOCC1>[ClH:33].[CH2:1]([N:5]([CH2:21][C:22]1[CH:32]=[CH:31][C:25]2[CH2:26][CH2:27][CH2:28][CH2:29][O:30][C:24]=2[CH:23]=1)[C:6]([CH:8]1[O:13][CH2:12][CH2:11][NH:10][CH2:9]1)=[O:7])[CH:2]([CH3:4])[CH3:3]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 60209725HCID 60209725, Verbindung

Produkt 1

HCID 60209726(+/-)-N-isobutyl-N-(2,3,4,5-tetrahydro-1-benzoxepin-8-ylmethyl)morpholine-2-carboxamide hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

To a solution of 0.798 g (1.79 mmol) of (±)-tert-butyl 2-{[isobutyl(2,3,4,5-tetrahydro-1-benzoxepin-8-ylmethyl)amino]carbonyl}morpholine-4-carboxylate in 3.6 mL of dioxane cooled in an ice-bath was added 3.6 mL (14.4 mmol, 8 equiv) of 4M HCl in dioxane. The solution was stirred 30 minutes with cooling, then for 3.5 hours at ambient temperature. The solution was concentrated under reduced pressure, the residue triturated with ether, and dried under vacuum to give the product as a white solid. MS (m+1)=347.3; H NMR (400 MHz, CD3OD) 7.12 (m, 1H), 6.84 (m, 2H), 4.8-4.6 (m, 2H), 4.58-4.39 (m, 1H), 4.1-3.85 (m, 4H), 3.5-3.35 (m, 3H), 3.24 (m, 2H), 3.15-2.92 (m, 1H), 2.78 (m, 2H), 2.02 (m, 1H), 1.95 (m, 2H), 1.71 (m, 2H), 0.89 (m, 6H).

Aufarbeitung

  1. temperaturewith cooling
  2. waitfor 3.5 hours at ambient temperature
  3. concentrationThe solution was concentrated under reduced pressure
  4. customthe residue triturated with ether
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-3d33b541611243158d50bb77c7698d2e
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07855201B2

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