Benzaldehyde → Ethyl alpha-dimethylaminocinnamate

HRID 1085841ノート

反応式

HRID 1085841 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 708380Ethyl alpha-dimethylaminocinnamate収率 60%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

出典と根拠

ORDレコード
ord-42ce2aa473b54529ba07510feaec3441
出典データセット
uspto-grants-1991_04
特許番号
US05011849

反応ノート

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