Water → HCID 66610575、化合物

HRID 384971

反応式

HRID 384971 の反応式
[C@H:1]1([NH:10][CH:11]=[CH:12][CH:13]=[C:14]([C:19]([O:21]C)=[O:20])[C:15](OC)=[O:16])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[H-].[Na+].O>CO>[C@H:1]1([N:10]2[CH:11]=[CH:12][CH:13]=[C:14]([C:19]([OH:21])=[O:20])[C:15]2=[O:16])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 962WaterHCID 24758Sodium hydrideHCID 86649726(R)-dimethyl 2-(3-(2,3-dihydro-1H-inden-1-ylamino)allylidene)malonate

生成物 1

HCID 66610575HCID 66610575、化合物収率 93.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 11.0 g (1.0 eq) (R)-dimethyl 2-(3-(2,3-dihydro-1H-inden-1-ylamino)allylidene)malonate in 80 ml dry MeOH was slowly added 3.65 g (2.5 eq) NaH (60% dispersion in mineral oil) under N2 protection. The reaction was stirred at room temperature for 10 minutes and was then heated at 60° C. After 20 minutes, to the reaction mixture were added 30 ml water. The resulting mixture was heated at 60° C. for an additional 20 minutes. The solvent was removed in vacuo. The residue was diluted with 50 ml water, and extracted with hexane (2×50 ml) to remove mineral oil. Then the aqueous mixture was acidified with 2N HCl to pH 1-2 and extracted with ethyl acetate (2×100 ml). The combined organic phase was washed with 100 ml brine, dried over sodium sulfate and concentrated in vacuo to afford (R)-1-(2,3-dihydro-1H-inden-1-yl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid as a white solid (8.7 g, yield 93%) which was used without further purification.

後処理

  1. temperaturewas then heated at 60° C
  2. waitAfter 20 minutes
  3. temperatureThe resulting mixture was heated at 60° C. for an additional 20 minutes
  4. customThe solvent was removed in vacuo
  5. additionThe residue was diluted with 50 ml water
  6. extractionextracted with hexane (2×50 ml)
  7. customto remove mineral oil
  8. extractionextracted with ethyl acetate (2×100 ml)
  9. washThe combined organic phase was washed with 100 ml brine
  10. dry with materialdried over sodium sulfate
  11. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-543b552766514cec86e03f43336154ea
出典データセット
uspto-grants-2013_02
特許番号
US08367836B2

関連ノート

読み込み中…