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Triethylamine → N-(2,6-dimethyl-phenyl)-N-(2,2-dimethoxy-ethyl)-carbomethoxyacetamide

HRID 1578118
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HRID 1578118 반응식
[CH3:1][O:2][CH:3]([O:14][CH3:15])[CH2:4][NH:5][C:6]1[C:11]([CH3:12])=[CH:10][CH:9]=[CH:8][C:7]=1[CH3:13].C(N(CC)CC)C.[Cl-].[CH3:24][O:25][C:26](=[O:31])[CH2:27][C:28](O)=[O:29]>C(OCC)C>[CH3:13][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]([CH3:12])[C:6]=1[N:5]([CH2:4][CH:3]([O:14][CH3:15])[O:2][CH3:1])[C:28](=[O:29])[CH2:27][C:26]([O:25][CH3:24])=[O:31]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 53799322N-(2,2-Dimethoxyethyl)-2,6-dimethylanilineHCID 86615040Malonic acid methylester chloride

생성물 1

HCID 20474704N-(2,6-dimethyl-phenyl)-N-(2,2-dimethoxy-ethyl)-carbomethoxyacetamide수율 33.9%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of N-(2,2-dimethoxyethyl)-2,6-dimethyl aniline (4.45 g, 0.02 mol), triethylamine (2.76 ml, 0.02 mol) in ethyl-ether (25 ml.), malonic acid methyl ester monochloride (2.1 ml, 0.02 mol) was added dropwise in 15' at 0°-5° C. under stirring. The reaction mixture was then stirred 1 hour at 0° C. and 10 minutes at room temperature, then it was filtered, washed twice with 10 ml of a hydrogen chloride solution (5%), then with water till a neutral pH (3×10 ml). The organic phase was anhydrified on anhydrous Na2SO4 and the solvent was evaporated. The residue (yellow oil) was purified by chromatography on a silica gel column using hexane-ethyl acetate (7:3) as eluent. Thereby 2.1 g of the desired product (oil) were obtained.

후처리

  1. stirringThe reaction mixture was then stirred 1 hour at 0° C. and 10 minutes at room temperature
  2. filtrationit was filtered
  3. washwashed twice with 10 ml of a hydrogen chloride solution (5%)
  4. customthe solvent was evaporated
  5. customThe residue (yellow oil) was purified by chromatography on a silica gel column

출처 및 근거

ORD 기록
ord-945b5a53359f44c690bd755b0023446b
출처 데이터셋
uspto-grants-1981_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04291049

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