Réaction #93370

ord-7270018c8e304ab09f9bfd27b2196627

Équation de réaction

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

Réactifs

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

Réactifs

Aucun

Solvants

O
water

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurewas refluxed for 1 hour
  2. 2
    TempératureAfter cooling, to the mixture
  3. 3
    ExtractionThe solution was extracted with chloroform
  4. 4
    LavageThe extract was washed with water
  5. 5
    Autredried
  6. 6
    Autreevaporated

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04612329uspto-grants-1986_09