Iem 2115 → Trans-1-ethyl-4-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)amino]-3-pyrrolidinol (Z)-Butenedioate

HRID 126923Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 126923
[NH2:1][CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][CH2:5][C:4]2[CH:13]=[CH:14][CH:15]=[CH:16][C:3]1=2.[CH2:17]([N:19]1[CH2:23][CH:22]2[O:24][CH:21]2[CH2:20]1)[CH3:18].[C:25]([O-:32])(=[O:31])/[CH:26]=[CH:27]\[C:28]([O-:30])=[O:29]>Cl>[C:25]([OH:32])(=[O:31])/[CH:26]=[CH:27]\[C:28]([OH:30])=[O:29].[CH2:17]([N:19]1[CH2:23][C@@H:22]([NH:1][CH:2]2[C:3]3[CH:16]=[CH:15][CH:14]=[CH:13][C:4]=3[CH2:5][CH2:6][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]2=3)[C@H:21]([OH:24])[CH2:20]1)[CH3:18]

Komponenten

5

Edukt 3

HCID 81481Iem 2115HCID 5288227Maleate(2-)HCID 13320194N-ethyl-3,4-epoxypyrrolidine

Produkt 1

HCID 86737534Trans-1-ethyl-4-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)amino]-3-pyrrolidinol (Z)-Butenedioate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidKatalysator

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

A mixture of 7.5 g (0.036 mole) of 5-amino-10,11-dihydro-5H-dibenzo[a,d]cycloheptene, 4.1 g (0.036 mole) of n-ethyl-3,4-epoxypyrrolidine and 2 drops concentrated hydrochloric acid was heated at 140° C. under a nitrogen atmosphere overnight. The residue was converted to the maleate. The salt was recrystallized twice from isopropyl alcohol, converted to the base, reconverted to the maleate, and recrystallized from isopropyl alcohol to yield 1.4 g. (7%) of white solid, m.p. 132°-135° C.

Aufarbeitung

  1. customThe salt was recrystallized twice from isopropyl alcohol
  2. customrecrystallized from isopropyl alcohol
  3. customto yield 1.4 g

Quellen und Nachweise

ORD-Eintrag
ord-c7a9b1408ab8447a96ede91574336901
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254135

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