Ethanol → Ethyl 1-Benzyl-4-(3-methylphenylamino)-piperidine-4-carboxylate

反応式

[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=2)([C:14]([OH:16])=[O:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH2:30](O)[CH3:31]>>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=2)([C:14]([O:16][CH2:30][CH3:31])=[O:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

反応物 3

HCID 702Ethanol

HCID 1118Sulfuric Acid

HCID 211934454-(m-Toluidino)-1-benzylpiperidine-4-carboxylic acid

生成物 1

HCID 21193210Ethyl 1-Benzyl-4-(3-methylphenylamino)-piperidine-4-carboxylate

実験手順

A mixture of 1-benzyl-4-(3-methylphenylamino)piperidine-4-carboxylic acid (3.81 g, 11.7 mmol) and concentrated sulfuric acid (2 mL) in absolute ethanol (80 mL) was heated under reflux overnight. The resultant solution was concentrated under vacuum, and the residue was treated with chloroform saturated with ammonia gas. The mixture was filtered, and the filtrate concentrated. The residue was passed through a small plug of silica gel eluting with chloroform saturated with ammonia gas. Collection and concentration of the eluent under vacuum provided the title compound.