Dimethylformamide → Methyl pyrrole-2-carboxylate

HRID 34735

반응식

HRID 34735 반응식
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([OH:8])=[O:7].[CH3:9]N(C=O)C.C(N(C(C)C)C(C)C)C.CI>O.C(OCC)(=O)C>[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:8][CH3:9])=[O:7]

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 12473Pyrrole-2-Carboxylic AcidHCID 81531Diisopropylethylamine

생성물 1

HCID 136930Methyl pyrrole-2-carboxylate

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

To pyrrole-2-carboxylic acid (1.11 g., 0.010 mol) in 5 ml. DMF at 0° was added N-(ethyl)diisopropylamine (1.806 ml., 0.0105 mol) followed by methyl iodide (0.654 ml., 0.0105 mol). The mixture was stirred 18 hours at room temperature, diluted with 10 ml. ethyl acetate and 10 ml. H2O, the pH adjusted to 8.5, and the organic layer separated, washed 1×10 ml. H2O, dried over Na2SO4, and stripped with CHCl3 chase to yield title product as a gummy solid containing 10% DMF, 0.93 g.; 1H-nmr (CDCl3) delta (narrow product peaks only): 3.80 (s, 3H), 6.15 (m, 1H), 6.83 (m, 2H).

후처리

  1. additiondiluted with 10 ml
  2. customthe organic layer separated
  3. washwashed 1×10 ml
  4. dry with materialH2O, dried over Na2SO4

출처 및 근거

ORD 기록
ord-572ef2f39fcd48d0b00a5f8adfb2462a
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04762921

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