تفاعل #945

ord-968da5d345074707bd8ae7f036b4987e

معادلة التفاعل

O=Cc1ccccc1
benzaldehyde
CCOC(=O)C(N)CC.Cl
product
CCOC(=O)C(N)CC.Cl
Ethyl 2-aminobutyrate hydrochloride
O=S(=O)([O-])[O-].[Mg+2]
magnesium sulphate
CCN(CC)CC
triethylamine
CCOC(=O)C(CC)N=Cc1ccccc1
desired product
المردود 88.9%
CCOC(=O)C(CC)N=Cc1ccccc1
Ethyl 2-benzylideneaminobutyrate
المردود 88.9%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحthen filtered
  2. 2
    تركيزThe filtrate was concentrated
  3. 3
    أخرىtriturated in diethyl ether
  4. 4
    ترشيحfiltered
  5. 5
    تركيزconcentrated

الإجراء التجريبي

A solution of the product from step (a) (149.6 g), magnesium sulphate (74.3 g), and triethylamine (246 ml) in dichloromethane (1500 ml) was stirred at room temperature under nitrogen and benzaldehyde (94.9 g, Aldrich) was added dropwise. The mixture was stirred at room temperature for 3 hours then filtered. The filtrate was concentrated, triturated in diethyl ether, filtered and concentrated to yield the desired product as a yellow oil (174 g). 1H NMR consistent with the proposed structure.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723458uspto-grants-1998_03