Benzylamine → 72002-24-5

HRID 868680Notes

Reaction equation

HRID 868680 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:9]([O:15][CH3:16])(=[O:14])[CH2:10][C:11]([CH3:13])=O>>[CH2:1]([NH:8]/[C:11](/[CH3:13])=[CH:10]\[C:9]([O:15][CH3:16])=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 7757Methyl acetoacetate

Product 1

HCID 2128766472002-24-5Yield 62.7%

Procedure

96.4 grams (0.9 mole) of benzylamine was added dropwise with stirring while the temperature was maintained below 45° C. to a solution of 116.1 grams (1 mole) of methyl acetoacetate and the reaction mixture allowed to stand overnight to obtain a white solid. The latter was dried and then stripped of the solvent to obtain a residue which was crystallized from hexane to obtain 115.9 grams of the methyl 3-benzylaminocrotonate, m.p. 36°-37.5° C. 4.1 grams (20 millimoles) of the product was dissolved in 5 milliliters of benzene and used in the preparation of the dihydropyridine compound.

Workup

  1. customto obtain a white solid
  2. customThe latter was dried
  3. customto obtain a residue which
  4. customwas crystallized from hexane

Sources & evidence

ORD record
ord-498b30aab47a4d41ba92613d67253145
Source dataset
uspto-grants-1988_10
Patent number
US04780538

Reaction notes

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