Dichloromethane → HCID 68814146, 화합물

반응식

[C:1]1([C:7]2[N:12]=[C:11]([CH2:13][CH2:14][CH:15]=O)[CH:10]=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17]1([CH:27]([NH2:29])[CH3:28])[C:26]2[C:20]([CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[CH:19][CH:18]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[OH-].[Na+].C(Cl)[Cl:47]>>[ClH:47].[C:17]1([CH:27]([NH:29][CH2:15][CH2:14][CH2:13][C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[N:12]=2)[CH3:28])[C:26]2[C:20]([CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[CH:19][CH:18]=1

참가 물질

반응물 5

HCID 6344Dichloromethane

HCID 14798Sodium Hydroxide

HCID 5049666Sodium triacetoxyborohydride

HCID 57834058HCID 57834058, 화합물

HCID 57834130HCID 57834130, 화합물

생성물 1

HCID 68814146HCID 68814146, 화합물

실험 절차

Dehydrated methylene chloride (2 mL) was added with 3-(6-phenylpyridin-2-yl)propane aldehyde (52.5 mg), [1-(azulen-1-yl)ethyl]amine (63.3 mg), and sodium triacetoxyborohydride (158.9 mg, Aldrich), and stirred at room temperature for 72 hours. The reaction mixture was added with 2 N sodium hydroxide, and extracted with chloroform. The organic layer was dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (chloroform:methanol=15:1) to obtain 63.2 mg of the title compound in the free form. This compound was dissolved in chloroform, and added with 0.1 N solution of hydrochloric acid in methanol (1.7 mL), and the solvent was evaporated under reduced pressure to obtain 69.3 mg of the title compound.