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2-Chloroethyl methyl ether → (2-methoxyethyl) 1-(1,2,3,4-tetrahydro-1-naphthalenyl)-1H-imidazole-5-carboxylate

HRID 5783
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HRID 5783 반응식
[CH:1]1([N:11]2[C:15]([C:16]([OH:18])=[O:17])=[CH:14][N:13]=[CH:12]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[H-].[Na+].Cl[CH2:22][CH2:23][O:24][CH3:25]>CN(C)C=O>[CH:1]1([N:11]2[C:15]([C:16]([O:18][CH2:22][CH2:23][O:24][CH3:25])=[O:17])=[CH:14][N:13]=[CH:12]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 123162-Chloroethyl methyl etherHCID 24758Sodium hydrideHCID 197940793-(1,2,3,4-Tetrahydro-naphthalen-1-yl)-3H-imidazole-4-carboxylic acid

생성물 1

HCID 53765766(2-methoxyethyl) 1-(1,2,3,4-tetrahydro-1-naphthalenyl)-1H-imidazole-5-carboxylate수율 46.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4.8 Parts of 1-(1,2,3,4-tetrahydro-1-naphthalenyl)-1H-imidazole-5-carboxylic acid are dissolved in 94 parts of warm N,N-dimethylformamide. 0.96 Parts of a sodium hydride dispersion 50% are added portionwise to the thus obtained reaction mixture. Upon complete addition, stirring is continued for 1 hour at room temperature. After the addition of 2.0 parts of 1-chloro-2-methoxyethane, the whole is stirred overnight at 90° C. The reaction mixture is evaporated and the residue is taken up in water. The product is extracted with trichloromethane. The extract is dried, filtered and evaporated, yielding 2.8 parts (46.7%) of (2-methoxyethyl) 1-(1,2,3,4-tetrahydro-1-naphthalenyl)-1H-imidazole-5-carboxylate; mp. 66.8° C. (compound 1.83).

후처리

  1. additionUpon complete addition
  2. stirringthe whole is stirred overnight at 90° C
  3. customThe reaction mixture is evaporated
  4. extractionThe product is extracted with trichloromethane
  5. customThe extract is dried
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-4af060a23de24f8e80acbb43ee1a8a58
출처 데이터셋
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05246915

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