Hydrochloric Acid → HCID 67211673、化合物

反応式

[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:27]=[CH:26][C:13]3/[C:14](=C/C#N)/[C:15]4[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=4[CH2:17][CH2:18][C:12]=3[CH:11]=2)[C:7]2[CH:28]=[CH:29][CH:30]=[CH:31][C:6]=2[N:5]=1)[CH2:2][CH3:3].[OH-:32].[Na+].Cl.[CH2:35]([OH:37])[CH3:36]>>[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:27]=[CH:26][C:13]3/[C:14](=[CH:36]/[C:35]([OH:32])=[O:37])/[C:15]4[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=4[CH2:17][CH2:18][C:12]=3[CH:11]=2)[C:7]2[CH:28]=[CH:29][CH:30]=[CH:31][C:6]=2[N:5]=1)[CH2:2][CH3:3]

参加物

反応物 4

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 14798Sodium Hydroxide

HCID 67211720HCID 67211720、化合物

生成物 1

HCID 67211673HCID 67211673、化合物収率 89%

実験手順

(E)-[2-(2-Propylbenzimidazol-1-yl)methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene]acetonitrile (260 mg, 0.64 mmol) obtained in Example 1 was dissolved in ethanol (2.5 mL), 10 mol/L aqueous sodium hydroxide solution (1 mL) was added, and the mixture was stirred under reflux for 24 hr. The mixture was neutralized with hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=90/10) to give the title compound (compound 2) (243 mg, 89%).