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1,1'-Carbonyldiimidazole → 2-(3,4,5-trimethoxyphenyl)-2-acetoxy-N-methyl-N-[1-(3-methoxyphenyl)ethyl]acetamide

HRID 1666314
ノート
印刷プレビュー

反応式

HRID 1666314 の反応式
[C:1]([O:4][CH:5]([C:9]1[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=1)[C:6]([OH:8])=O)(=[O:3])[CH3:2].C(N1C=CN=C1)(N1C=CN=C1)=O.[CH3:33][O:34][C:35]1[CH:36]=[C:37]([CH:41]([NH:43][CH3:44])[CH3:42])[CH:38]=[CH:39][CH:40]=1>ClCCl>[CH3:20][O:19][C:11]1[CH:10]=[C:9]([CH:5]([O:4][C:1](=[O:3])[CH3:2])[C:6]([N:43]([CH3:44])[CH:41]([C:37]2[CH:38]=[CH:39][CH:40]=[C:35]([O:34][CH3:33])[CH:36]=2)[CH3:42])=[O:8])[CH:14]=[C:13]([O:15][CH3:16])[C:12]=1[O:17][CH3:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 148716881-(3-Methoxyphenyl)-N-methylethanamineHCID 67081678alpha-Acetoxy-3,4,5-trimethoxyphenyl-acetic acid

生成物 1

HCID 670818362-(3,4,5-trimethoxyphenyl)-2-acetoxy-N-methyl-N-[1-(3-methoxyphenyl)ethyl]acetamide収率 67.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of α-acetoxy-3,4,5-trimethoxyphenyl-acetic acid (7.1 g) in dichloromethane (50 ml) was reacted with 1,1′-carbonyldiimidazole (4.06 g) at room temperature for 30 minutes. The solution was refluxed for 30 minutes, after which 1-(3-methoxyphenyl)-N-methylethylamine (4.13 g) dissolved in dichloromethane (10 ml) was added. The mixture was stirred at room temperature for 2 hours, after which it was washed with aqueous hydrochloric acid (20 ml, 1M) followed by aqueous sodium hydrogen carbonate (20 ml, 0.5 M). The organic phase was dried and concentrated to dryness, leaving crude 2-(3,4,5-trimethoxyphenyl)-2-acetoxy-N-methyl-N-[1-(3-methoxyphenyl)ethyl]acetamide (7.27 g).

後処理

  1. temperatureThe solution was refluxed for 30 minutes
  2. additionwas added
  3. washafter which it was washed with aqueous hydrochloric acid (20 ml, 1M)
  4. customThe organic phase was dried
  5. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-f32053fd8ae94d6d818fe6f4e0d4de44
出典データセット
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08044067B2

反応ノート

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