Phenacyl bromide → 2-[Cyclopropyl-(2,4-dichloro-benzyl)-amino]-1-phenyl-ethanone

HRID 1072511Notes

Reaction equation

HRID 1072511 reaction equation
[CH:1]1([NH:4][CH2:5][C:6]2[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:7]=2[Cl:13])[CH2:3][CH2:2]1.Br[CH2:15][C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:17].C(N(CC)CC)C.BrC1C=CC(C2C3C(=C(Cl)C=C(Cl)C=3)CN(C)C2)=CC=1>O1CCOCC1>[CH:1]1([N:4]([CH2:5][C:6]2[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:7]=2[Cl:13])[CH2:15][C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:17])[CH2:2][CH2:3]1

Participants

6

Reactant 4

HCID 6259Phenacyl bromideHCID 8471TriethylamineHCID 4720306Cyclopropyl-(2,4-dichloro-benzyl)-amineHCID 101772114-(4-Bromophenyl)-6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 223868872-[Cyclopropyl-(2,4-dichloro-benzyl)-amino]-1-phenyl-ethanone

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Intermediate 1 was reacted with alpha-bromoacetophenone in the presence of triethylamine in dioxane by the method described in example 1, intermediate 3. For workup, the solvent was distilled off, and the residue was taken up in ethyl acetate. It was washed twice with H2O and twice with 2 N HCl, dried with MgSO4 and concentrated. The crude product obtained in this way was reacted further without further purification.

Workup

  1. distillationFor workup, the solvent was distilled off
  2. washIt was washed twice with H2O and twice with 2 N HCl
  3. dry with materialdried with MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-8cd95def416c4b37bc619ce3bc04b26b
Source dataset
uspto-grants-2005_06
Patent number
US06911453B2

Reaction notes

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