HCID 58288194, compound → HCID 58288216, compound

HRID 1476089Notes

Reaction equation

HRID 1476089 reaction equation
[CH3:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[CH:4][C:3]=1/[CH:11]=[CH:12]/[C:13]([O:15][CH3:16])=[O:14].[H][H]>CO>[NH2:8][C:7]1[C:2]([CH3:1])=[C:3]([CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 58288194HCID 58288194, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58288216HCID 58288216, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

48.7 g (220.1 mmol) of methyl (2E)-3-(2-methyl-3-nitrophenyl)acrylate were dissolved in 2.2 liters of methanol, and the solution was hydrogenated in a continuous-flow hydrogenation reactor (“H-Cube midi” from Thales Nano, Budapest) at a flow rate of 6-10 ml/min and at a reaction temperature of 35-40° C. and at maximum hydrogen pressure. After the reaction had ended, the product-containing solution was concentrated under reduced pressure. This gave 40.0 g of the target product as a solid (92.1% of theory).

Workup

  1. customthe solution was hydrogenated in a continuous-flow hydrogenation reactor
  2. customat a reaction temperature of 35-40° C.
  3. concentrationthe product-containing solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-2f60d26c07c54cb598ff700c0abde71e
Source dataset
uspto-grants-2015_04
Patent number
US09018414B2

Reaction notes

Loading…