Pyrrolidine → Methyl 3-(pyrrolidin-1-ylmethyl)benzoate

HRID 1256631

Reaktionsgleichung

Reaktionsgleichung von HRID 1256631
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:6][O:7][C:8](=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15]Br)[CH:10]=1.[Na]>O1CCCC1>[CH3:6][O:7][C:8](=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:10]=1

Komponenten

5

Edukt 3

HCID 31268PyrrolidineHCID 517981Methyl 3-(bromomethyl)benzoateHCID 5360545Sodium

Produkt 1

HCID 53429637Methyl 3-(pyrrolidin-1-ylmethyl)benzoateAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a stirred solution of pyrrolidine (7.3 mL, 87 mmol) in dry tetrahydrofuran (5 mL), a solution of 3-bromomethyl-benzoic acid methyl ester (2.0 g, 8.7 mmol) in 5 mL of dry tetrahydrofuran was added dropwise and the mixture stirred at room temperature for 4 hours. The reaction mixture was then poured into 100 mL of saturated aqueous solution of sodium hydrogenocarbonate, extracted with 100 mL of ethyl acetate, dried over sodium sulfate and evaporated to dryness affording the title compound as yellow oil (1.85 g).

Aufarbeitung

  1. extractionextracted with 100 mL of ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-0ecfb111cdad46a7ac4837b209145c96
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08461193B2

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