Reaktion #1772017

ord-9ad5c019e8214a23b2bee48f83221a1a

Reaktionsgleichung

CN1CCC(OC(=O)C(O)(c2ccccc2)C2CCCC2)C1
compound 4
CN1CCC(OC(=O)C(O)(c2ccccc2)C2CCCC2)C1
N-Methyl-3-pyrrolidinyl cyclopentylmandelate
CCOC(=O)CBr
ethyl bromoacetate
CCOCC
ethyl ether
CCOC(=O)C[N+]1(C)CCC(OC(=O)C(O)(c2ccccc2)C2CCCC2)C1.[Br-]
Compound ( b )
CCOC(=O)C[N+]1(C)CCC(OC(=O)C(O)(c2ccccc2)C2CCCC2)C1.[Br-]
3-(2-Cyclopentyl-2-phenyl-2-hydroxyacetoxy)-1-(ethoxycarbonylmethyl)-1-methylpyrrolidinium bromide

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeEvaporation of acetonitrile
  2. 2
    Sonstigegave a crude product
  3. 3
    Sonstigeto precipitate

Vorschrift

To compound 4 (0.369 g, 1.22 mmol) in 10 ml of dry acetonitrile, ethyl bromoacetate (0.377 g, 2.25 mmol) was added at room temperature. The mixture was stirred for 2 h. Evaporation of acetonitrile gave a crude product. The crude product was dissolved in a small volume of ethylene chloride and then poured into 50 ml of dry ethyl ether to precipitate. This procedure was repeated three times to obtain Compound (b) as pure product (0.45 g, 79%). White powder, m.p.: 192-194° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08147809B2uspto-grants-2012_04