Dimethylformamide → Methyl pyrrole-2-carboxylate

HRID 34735

反応式

HRID 34735 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 136930Methyl pyrrole-2-carboxylate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-572ef2f39fcd48d0b00a5f8adfb2462a
出典データセット
uspto-grants-1988_08
特許番号
US04762921

関連ノート

読み込み中…