Benzophenone imine → Methyl 3-(diphenylmethyleneamino)-2-phenylpropanoate

HRID 1020133Notes

Reaction equation

HRID 1020133 reaction equation
Cl.[NH2:2][CH2:3][CH:4]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:5]([O:7][CH3:8])=[O:6].[C:15](=N)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(Cl)Cl>[C:16]1([C:15](=[N:2][CH2:3][CH:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:5]([O:7][CH3:8])=[O:6])[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 136809Benzophenone imineHCID 42614489Methyl 3-aMino-2-phenylpropanoate hydrochloride

Product 1

HCID 59563738Methyl 3-(diphenylmethyleneamino)-2-phenylpropanoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To methyl 3-amino-2-phenylpropanoate hydrochloride in CH2Cl2 was added benzophenone imine, and the solution was stirred overnight at room temperature. The mixture was then washed with H2O and the organics were dried (Na2SO4), filtered, and evaporated. Column chromatography (SiO2, 5-20% EtOAc/Hexanes) gave pure methyl 3-(diphenylmethyleneamino)-2-phenylpropanoate (E320).

Workup

  1. washThe mixture was then washed with H2O
  2. dry with materialthe organics were dried (Na2SO4)
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-83cb7884b8a745ea9da24785b0f97e41
Source dataset
uspto-grants-2014_05
Patent number
US08716310B2

Reaction notes

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