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

HRID 1666314
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HRID 1666314 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f32053fd8ae94d6d818fe6f4e0d4de44
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08044067B2

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