Sodium Hydroxide → 3-(4,5-Dihydro-1H-imidazol-2-yl)phenol

反応式

[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5](OC)=O.S(C1C=CC(C)=CC=1)(O)(=O)=O.[NH2:23][CH2:24][CH2:25][NH2:26].[OH-].[Na+]>>[OH:1][C:2]1[CH:3]=[C:4]([C:5]2[NH:23][CH2:24][CH2:25][N:26]=2)[CH:9]=[CH:10][CH:11]=1

参加物

反応物 3

HCID 14798Sodium Hydroxide

HCID 88068Methyl 3-Hydroxybenzoate

HCID 2250301,2-Ethanediamine, 4-methylbenzenesulfonate (1:?)

生成物 1

HCID 162181653-(4,5-Dihydro-1H-imidazol-2-yl)phenol収率 22.3%

反応条件

温度: 210 °C

実験手順

A mixture of methyl 3-hydroxybenzoate (5.48 g, 36.0 mmol) and 1,2-diaminoethane monotosylate (9.85 g, 42.4 mmol) is heated at 210° C. for 7 hours. After cooling, the mixture is stirred with aqueous 2N sodium hydroxide and extracted with ethyl acetate. The precipitate which formed and is present in the aqueous layer is collected by filtration and dried in vacuo to give 1.3 g (22%) of 2-(3-hydroxyphenyl)imidazoline.