Hydrochloric Acid → HCID 20340521, compound

HRID 1395208Notes

Reaction equation

HRID 1395208 reaction equation
Cl.[C:2]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([CH3:25])=[C:14]([CH3:24])[CH2:15][N:16]2[CH2:21][CH:20]([CH3:22])[O:19][CH:18]([CH3:23])[CH2:17]2)=[CH:9][CH:8]=1)([CH2:5][CH3:6])([CH3:4])[CH3:3]>[Pd]>[C:2]([C:7]1[CH:12]=[CH:11][C:10]([CH:13]([CH3:25])[CH:14]([CH3:24])[CH2:15][N:16]2[CH2:21][CH:20]([CH3:22])[O:19][CH:18]([CH3:23])[CH2:17]2)=[CH:9][CH:8]=1)([CH2:5][CH3:6])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57314619HCID 57314619, compound

Product 1

HCID 20340521HCID 20340521, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

1.8 Ml. of 32% hydrochloric acid and subsequently 1.5 g. of 5% palladium/carbon are added to a solution of 4.5 g. of 4-[3-(p-tert.-amyl-phenyl)-2,3-dimethyl-2-propenyl]2,6-dimethylmorpholine in 125 ml. of alcohol and the mixture is hydrogenated. After completion of the hydrogen uptake, the catalyst is removed by filtration, the filtrate is treated with 200 ml. of 10% sodium hydroxide and then extracted with ether. The combined ether extracts are washed neutral with water, dried and evaporated. By distillation, there is obtained pure 4-[3-(p-tert.-amyl-phenyl)-2,3-dimethyl-propyl]-2,6-dimethylmorpholine having a boiling point of 145° C./0.05 Torr.

Workup

  1. customAfter completion of the hydrogen uptake, the catalyst is removed by filtration
  2. additionthe filtrate is treated with 200 ml
  3. extractionof 10% sodium hydroxide and then extracted with ether
  4. washThe combined ether extracts are washed neutral with water
  5. customdried
  6. customevaporated
  7. distillationBy distillation

Sources & evidence

ORD record
ord-3d90e2f1ec82420c894a1d6e3d7c7705
Source dataset
uspto-grants-1980_05
Patent number
US04202894

Reaction notes

Loading…