HCID 22765841, compound → HCID 13355740, compound

HRID 1111936Notes

Reaction equation

HRID 1111936 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:22])[CH2:9][N:10](CC2C=CC=CC=2)[C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:4][C:3]=1[C:23]([F:26])([F:25])[F:24].[H][H]>CO.Cl.[Pd]>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:22])[CH2:9][NH:10][C:11]([CH3:14])([CH3:12])[CH3:13])=[CH:4][C:3]=1[C:23]([F:24])([F:25])[F:26]

Participants

6

Reactant 2

HCID 22765841HCID 22765841, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13355740HCID 13355740, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

0.45 gm of 1-(4'-amino-3'-trifluoromethyl-phenyl)-2-(N-benzyl-N-tert.butylamino)-ethanol were dissolved in 10 ml of methanol and 1.4 ml of 1N hydrochloric acid, and the solution was hydrogenated in a hydrogenation vessel in the presence of 50 mgm of palladium/coal-catalyst (10%) until 1 mol of hydrogen had been absorbed. The catalyst was removed by filtration, the filtrate was evaporated in vacuo, and the residue was distributed between ethyl acetate and 2N ammonia. The organic layer was washed with water, dried and again evaporated in vacuo. The residue was crystallized from ethanol/water. M.p. 145°-147° C.

Workup

  1. customhad been absorbed
  2. customThe catalyst was removed by filtration
  3. customthe filtrate was evaporated in vacuo
  4. washThe organic layer was washed with water
  5. customdried
  6. customagain evaporated in vacuo
  7. customThe residue was crystallized from ethanol/water

Sources & evidence

ORD record
ord-4f0ce55e1dde4d69867a77b78e48b37d
Source dataset
uspto-grants-1978_10
Patent number
US04119710

Reaction notes

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