1,1'-Carbonyldiimidazole → N-[3-(3,4-Dimethoxyphenyl) propionyl]-2-(3-methylphenyl) ethylamine

HRID 1108908ノート

反応式

HRID 1108908 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13]([OH:15])=O)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C(N1C=CN=C1)(N1C=CN=C1)=O.[CH3:28][C:29]1[CH:30]=[C:31]([CH2:35][CH2:36][NH2:37])[CH:32]=[CH:33][CH:34]=1>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13]([NH:37][CH2:36][CH2:35][C:31]2[CH:32]=[CH:33][CH:34]=[C:29]([CH3:28])[CH:30]=2)=[O:15])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

参加物

5

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 750193-(3,4-Dimethoxyphenyl)propionic acidHCID 4100852-(3-Methylphenyl)ethan-1-amine

生成物 1

HCID 15068909N-[3-(3,4-Dimethoxyphenyl) propionyl]-2-(3-methylphenyl) ethylamine収率 88%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 3-(3,4-dimethoxyphenyl) propionic acid (21 g, 0.10 mol) and 16.4 g (0.101 mol) of carbonyldimidazole in dry THF was stirred for 1 h in a flask protected from moisture. To this solution was added 2-(3-methylphenyl)ethylamine (14.2 g, 0.105 mol) and stirring was continued for 50 min. The solvent was evaporated and the residue was triturated with water and collected by filtration. The crude amide was recrystallized from methanol-water to give 28.6 g (88%) of the title compound mp 100°-103°.

後処理

  1. customThe solvent was evaporated
  2. customthe residue was triturated with water
  3. filtrationcollected by filtration
  4. customThe crude amide was recrystallized from methanol-water

出典と根拠

ORDレコード
ord-5748fe82dd72422e8a7aabdd2292735b
出典データセット
uspto-grants-1994_06
特許番号
USRE034630

反応ノート

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