Reaktion #93370

ord-7270018c8e304ab09f9bfd27b2196627

Reaktionsgleichung

COc1ccccc1OCCCNCCC(C#N)(c1cc(OC)c(OC)c(OC)c1)C(C)C
alpha-isopropyl-alpha-[2-[N-[3-(2-methoxyphenoxy)propyl]amino]ethyl]-3,4,5-trimethoxyphenylacetonitrile
C=O
formalin
O=CO
formic acid
O=C([O-])[O-].[K+].[K+]
potassium carbonate
→
COc1ccccc1OCCCN(C)CCC(C#N)(c1cc(OC)c(OC)c(OC)c1)C(C)C
desired compound
COc1ccccc1OCCCN(C)CCC(C#N)(c1cc(OC)c(OC)c(OC)c1)C(C)C
Alpha-isopropyl-alpha-[2-[N-[3-(2-methoxyphenoxy)propyl]-N-methylamino]ethyl]-3,4,5-trimethoxyphenylacetonitrile

Edukte

COc1ccccc1OCCCNCCC(C#N)(c1cc(OC)c(OC)c(OC)c1)C(C)C
alpha-isopropyl-alpha-[2-[N-[3-(2-methoxyphenoxy)propyl]amino]ethyl]-3,4,5-trimethoxyphenylacetonitrile
C=O
formalin
O=CO
formic acid
O=C([O-])[O-].[K+].[K+]
potassium carbonate

Reagenzien

Keine

Lösungsmittel

O
water

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas refluxed for 1 hour
  2. 2
    TemperaturAfter cooling, to the mixture
  3. 3
    ExtraktionThe solution was extracted with chloroform
  4. 4
    WaschenThe extract was washed with water
  5. 5
    Sonstigedried
  6. 6
    Sonstigeevaporated

Vorschrift

A mixture of 0.39 g of alpha-isopropyl-alpha-[2-[N-[3-(2-methoxyphenoxy)propyl]amino]ethyl]-3,4,5-trimethoxyphenylacetonitrile, 1 ml of 37% formalin, and 1 ml of 90% formic acid was refluxed for 1 hour. After cooling, to the mixture were added water and potassium carbonate to make it alkaline. The solution was extracted with chloroform. The extract was washed with water, dried, and evaporated to give 0.23 g of desired compound as a yellow oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04612329uspto-grants-1986_09