Morpholine → 2-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-(4-fluoro-benzyl)-acetamide

HRID 2214695Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2214695
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[CH:4][CH:3]=1.N1CCOCC1.[CH3:16][C:17]1([CH3:27])[O:21][C:20](=[CH:22][C:23](Cl)=[O:24])[C:19](=[O:26])[O:18]1>C(Cl)Cl>[CH3:16][C:17]1([CH3:27])[O:21][C:20](=[CH:22][C:23]([NH:7][CH2:6][C:5]2[CH:8]=[CH:9][C:2]([F:1])=[CH:3][CH:4]=2)=[O:24])[C:19](=[O:26])[O:18]1

Komponenten

5

Edukt 3

HCID 8083MorpholineHCID 673264-FluorobenzylamineHCID 85435482(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride

Produkt 1

HCID 696563162-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-(4-fluoro-benzyl)-acetamideAusbeute 100,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred suspension of 4-fluorobenzylamine (37.5 mg, 0.3 mmol) and resin bound morpholine (200 mg, 2.5–4.0 mmol/1 g) was added a solution of (2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride (60 mg, 0.31 mmol) in CH2Cl2 (3 mL) and the mixture shaken for 1 h. The mixture was filtered and the filtrate concentrated to give the title product as a white solid (84.4 mg, 100% yield). MS calc for C14H14FNO4 (M+Na): 302.29; found: 302.29.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated

Quellen und Nachweise

ORD-Eintrag
ord-74ba555672f5408a9f56e6fe2f56c0a8
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07109186B2

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