Thiomorpholine → 4-(3,5-Dimethoxybenzyl)thiomorpholine

HRID 24706

Reaktionsgleichung

Reaktionsgleichung von HRID 24706
[NH:1]1[CH2:6][CH2:5][S:4][CH2:3][CH2:2]1.[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:14]=[C:15]([O:17][CH3:18])[CH:16]=1)[CH2:12]Cl>C1COCC1>[CH3:18][O:17][C:15]1[CH:14]=[C:11]([CH2:12][N:1]2[CH2:6][CH2:5][S:4][CH2:3][CH2:2]2)[CH:10]=[C:9]([O:8][CH3:7])[CH:16]=1

Komponenten

4

Edukt 2

HCID 67164ThiomorpholineHCID 27583953,5-Dimethoxybenzyl chloride

Produkt 1

HCID 7560214-(3,5-Dimethoxybenzyl)thiomorpholineAusbeute 73,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Thiomorpholine (3.4 g) was added to a solution of 3,5-dimethoxybenzyl chloride (2 g) in THF (25 mL) and the mixture was stirred overnight at room temperature. The solid material was removed by filtration and the filtrate was evaporated. The residue was purified by column chromatography (silica gel; eluent: EtOAc/hexane 1/2) to yield 2 g of 3,5-dimethoxy-1-(thiomorpholino-methyl)benzene. ESMS: m/z 253 (M).

Aufarbeitung

  1. customThe solid material was removed by filtration
  2. customthe filtrate was evaporated
  3. customThe residue was purified by column chromatography (silica gel; eluent: EtOAc/hexane 1/2)

Quellen und Nachweise

ORD-Eintrag
ord-d8bd3fe4ea95445aa9547aebb5a6afed
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06855843B2

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