Ethanolamine → 1-Aminocyclopentanemethanol

反応式

[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=O)=[CH:4][C:3]=1C.[CH3:13][O:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([N:23]=[C:24]=[S:25])=[C:19]([CH3:26])[CH:18]=1)=[O:16].OCCN.O=S(Cl)Cl>>[OH:8][CH2:6][C:5]1([NH2:23])[CH2:4][CH2:2][CH2:11][CH2:10]1.[CH3:13][O:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([N:23]=[C:24]2[S:25][CH2:11][C:2]3([CH2:3][CH2:4][CH2:5][CH2:10]3)[NH:1]2)=[C:19]([CH3:26])[CH:18]=1)=[O:16]

参加物

反応物 4

HCID 700Ethanolamine

HCID 24386Thionyl Chloride

HCID 2736799Methyl 4-amino-3-methylbenzoate

HCID 18316033Methyl 4-isothiocyanato-3-methylbenzoate2 回

生成物 2

HCID 663071-Aminocyclopentanemethanol

HCID 178498120HCID 178498120、化合物

実験手順

Methyl 4-amino-3-methylbenzoate was converted to 4-methoxycarbonyl-2-methylphenyl isothiocyanate according to Method A2b. 1-Hydroxymethylcyclopentanamine was prepared according to Method B1c. The 2-hydroxyethylamine was sequentially reacted with SOCl2 and 4-methoxycarbonyl-2-methylphenyl isothiocyanate according to Method C2a to give 2-(4-methoxycarbonyl-2-methylphenylimino)-3-thia-1-azaspiro[4.4]nonane. The thiazolidine was reacted with cyclopentyl bromide according to Method D2h to give 2-(4-methoxycarbonyl-2-methylphenylimino)-1-cyclopentyl-3-thia-1-azaspiro[4.4]nonane.