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

HRID 1944173Notes

Reaction equation

HRID 1944173 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-938d2a8129c34bc79ac41b55f7bac6b8
Source dataset
uspto-grants-2013_03
Patent number
US08394826B2

Reaction notes

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