Benzoic Acid → cyano-(2,3-dihydro-5-methoxy-2-methyl-1H-inden-1-ylidene)acetic acid 2-ethyl-hexyl ester

反応式

[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[C:8](=O)[CH:7]([CH3:13])[CH2:6]2.[NH:14]1C[CH2:17][CH2:16][CH2:15]1.[C:19](O)(=[O:26])C1C=CC=CC=1.[OH2:28].[C:29]1([CH3:35])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[CH2:29]([CH:34]([CH2:33][CH2:32][CH2:31][CH3:30])[CH2:19][O:26][C:17](=[O:28])[C:16]([C:15]#[N:14])=[C:8]1[C:9]2[C:5](=[CH:4][C:3]([O:2][CH3:1])=[CH:11][CH:10]=2)[CH2:6][CH:7]1[CH3:13])[CH3:35]

参加物

反応物 5

HCID 243Benzoic Acid

HCID 962Water

HCID 1140Toluene

HCID 31268Pyrrolidine

HCID 122904905-Methoxy-2-methylindan-1-one

生成物 1

HCID 69822365cyano-(2,3-dihydro-5-methoxy-2-methyl-1H-inden-1-ylidene)acetic acid 2-ethyl-hexyl ester

実験手順

The above 2,3-dihydro-5-methoxy-2-methyl-1H-inden-1-one (5.2 g) was reacted with 5.9 g of 2-ethyl-hexyl cyano acetate in the presence of catalytic amounts of pyrrolidine and benzoic acid in 100 ml of toluene. The reaction mixture was refluxed for 30 hours with simultaneous separation of water. Then, the cold reaction mixture was washed with water, concentrated and chromatographed in toluene containing 2% of propanol through SiO2 to yield 2.6 g of a yellow liquid. UV 347 nm (ε=33′450), MS: 355(M+), 243 (100%), 226, 198.