HCID 66747907, compound → HCID 66746773, compound

HRID 591183Notes

Reaction equation

HRID 591183 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([OH:18])[CH:13]=2)[C:10]#[N:11])[CH:5]=[CH:6][CH:7]=1>CO.[Pd]>[NH2:11][CH2:10][CH:9]([C:12]1[CH:13]=[C:14]([OH:18])[CH:15]=[CH:16][CH:17]=1)[CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[CH:2][CH:3]=1

Participants

4

Reactant 1

HCID 66747907HCID 66747907, compound

Product 1

HCID 66746773HCID 66746773, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-(3-Chlorophenyl)-2-(3-hydroxyphenyl)acrylonitrile (3.6 g, 14.08 mmol) was dissolved in 100 ml methanol, containing 0.02 eq Pd/C (0.3 g, 0.28 mmol) 10% on C. Hydrogenation was performed at room temperature over night. Reaction was filtered through celite and the solvent evaporated. The residue was suspended in ethyl acetate and the white precipitate was filtered and dried m=3.0 g (94%).

Workup

  1. waitHydrogenation was performed at room temperature over night
  2. customReaction
  3. filtrationwas filtered through celite
  4. customthe solvent evaporated
  5. filtrationthe white precipitate was filtered
  6. customdried m=3.0 g (94%)

Sources & evidence

ORD record
ord-f7803c3719224a67a2066e507980ebe8
Source dataset
uspto-grants-2016_01
Patent number
US09238619B2

Reaction notes

Loading…