Dimethylformamide → Methyl 1-methylpyrrole-2-carboxylate

HRID 34734

반응식

HRID 34734 반응식
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([OH:9])=[O:8].[CH3:10]N(C=O)C.C(N(C(C)C)C(C)C)C.CI>C(OCC)(=O)C.O>[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([O:9][CH3:10])=[O:8]

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 814531-Methyl-2-pyrrolecarboxylic acidHCID 81531Diisopropylethylamine

생성물 1

HCID 142178Methyl 1-methylpyrrole-2-carboxylate

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

To 1-methylpyrrole-2-carboxylic acid (28.66 g., 0.229 mol) in 75 ml. DMF at 0° was added N-ethyl diisopropylamine (39.4 ml., 0.229 mol) followed by CH3I (14.27 ml., 0.229 mol). The reaction mixture was stirred 16 hours at room temperature, diluted with equal volumes each of ethyl acetate and water, the pH adjusted from 3.4 to 8.5, and the layers evaporated. The aqueous layer was washed 1×100 ml. fresh ethyl combined, washed 2×100 ml. H2O and 1×100 ml. brine, dried over Na2SO4 and stripped to yield title product as an oil, 24.83 g.; 1H-nmr (CDCl3) delta 3.75 (s, 3H), 3.87 (s, 3H), 5.97 (m, 1H), 6.62 (m, 1H), 6.78 (m, 1H).

후처리

  1. customthe layers evaporated
  2. washThe aqueous layer was washed 1×100 ml
  3. washwashed 2×100 ml
  4. dry with materialbrine, dried over Na2SO4

출처 및 근거

ORD 기록
ord-8846fd4203b048b2955171644a99b630
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04762921

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