Pyrrolidine, 2-(2-chloroethyl)-1-methyl-, hydrochloride (1:1) → 2-(2-{2-[2-(3-Methoxymethoxyphenyl)ethyl]phenoxy}ethyl]-1-methylpyrrolidin

HRID 743252

Reaktionsgleichung

Reaktionsgleichung von HRID 743252
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[OH:19])[CH:8]=[CH:9][CH:10]=1.CC(C)([O-])C.[K+].Cl.Cl[CH2:28][CH2:29][CH:30]1[CH2:34][CH2:33][CH2:32][N:31]1[CH3:35]>CC(N(C)C)=O>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:19][CH2:28][CH2:29][CH:30]2[CH2:34][CH2:33][CH2:32][N:31]2[CH3:35])[CH:8]=[CH:9][CH:10]=1

Komponenten

5

Edukt 3

HCID 3017050Pyrrolidine, 2-(2-chloroethyl)-1-methyl-, hydrochloride (1:1)HCID 194238312-[2-(3-Methoxymethoxyphenyl)ethyl]phenolHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 194238962-(2-{2-[2-(3-Methoxymethoxyphenyl)ethyl]phenoxy}ethyl]-1-methylpyrrolidinAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

Following a procedure similar to that described in Example 35(a), 2.37 g of 2-[2-(3-methoxymethoxyphenyl)ethyl]phenol (prepared as described in Preparation 21), 1.03 g of potassium t-butoxide and 1.69 g of 2-(2-chloroethyl)-1-methylpyrrolidine hydrochloride were reacted in 50 ml of dimethylacetamide. The reaction mixture was then worked up as described in Example 35(a), and the crude product was purified by column chromatography through silica gel, using a 20:1 by volume mixture of methylene chloride and methanol as the eluent, to give 1.87 g (yield 62%) of the title compound as a colorless oil.

Aufarbeitung

  1. customthe crude product was purified by column chromatography through silica gel
  2. additionby volume mixture of methylene chloride and methanol as the eluent

Quellen und Nachweise

ORD-Eintrag
ord-e57a6f532cd94ad2914919b13c27bbda
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05556864

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