Benzaldehyde → Ethyl alpha-dimethylaminocinnamate

HRID 1590897노트

반응식

HRID 1590897 반응식
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:9]([O:11][C:12](=[O:17])[CH2:13][N:14]([CH3:16])[CH3:15])[CH3:10].[H-].[Na+].C(O)C>CCOCC>[CH3:15][N:14]([CH3:16])[C:13](=[CH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:12]([O:11][CH2:9][CH3:10])=[O:17]

참가 물질

6

반응물 4

HCID 240BenzaldehydeHCID 702EthanolHCID 24758Sodium hydrideHCID 118412Glycine, N,N-dimethyl-, ethyl ester

생성물 1

HCID 708380Ethyl alpha-dimethylaminocinnamate수율 60%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

Benzaldehyde, N,N-dimethylglycine ethyl ester and sodium hydride were reacted in ether with the addition of a catalytic amount of ethanol according to the method described in Lieb. Ann. Chem. 703 (1967) 37-43 to give ethyl α-dimethylaminocinnamate. This compound was then reacted according to the method described in Tetrahedron Letters, 46, (1978) 4573-4574 with oxalyl chloride and hydrazine in 60% yield to give ethyl 4-phenyl-3-pyrazolecarboxylate, melting point 164°-165° after recrystallization from ethanol/diethyl ether.

출처 및 근거

ORD 기록
ord-1b5464116d74432e80c71517c5f9d95a
출처 데이터셋
uspto-grants-1993_04
특허 번호
US05204482

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