Dimethylformamide → HCID 18473977、化合物

HRID 2227526ノート

反応式

HRID 2227526 の反応式
[CH3:1][N:2]([CH3:21])[C:3]1[O:4][CH:5]([CH:9]([C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][C:18]=3[OH:20])[NH:13][CH:12]=2)[CH3:10])[C:6](=[O:8])[N:7]=1.[CH3:22]N(C)C=O.C(=O)([O-])[O-].[K+].[K+]>O>[CH3:21][N:2]([CH3:1])[C:3]1[O:4][CH:5]([CH:9]([C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][C:18]=3[O:20][CH3:22])[NH:13][CH:12]=2)[CH3:10])[C:6](=[O:8])[N:7]=1

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 184739322-(Dimethylamino)-5-[1-(4-hydroxy-1H-indol-3-yl)ethyl]-4(5H)-oxazolone

生成物 1

HCID 18473977HCID 18473977、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

2-dimethylamino-5-[1-(4-hydroxyindol-3-yl)ethyl]2-oxazolin-4-one (120 mg) was dissolved into dimethylformamide (3 ml). Potassium carbonate (115 mg) and indomethane (156 l) were added. The mixture was stirred for 3 hours at room temperature and additional indomethane (78 μl) was added. The mixture was stirred for 36 hours at room temperature. To the reaction mixture was added water and the whole was extracted with ethyl acetate. The extract was washed with brine and dried over magnesium sulfate. Concentration of the ethyl acetate solution gave a residue, which was subjected to silica gel chromatography. Elution with hexane-acetone (1:1) provided 2-dimethylamino-5-[1-(4-methoxyindol-3-yl)ethyl]-2-oxazolin-4-one (54 mg).

後処理

  1. additionadditional indomethane (78 μl) was added
  2. stirringThe mixture was stirred for 36 hours at room temperature
  3. extractionthe whole was extracted with ethyl acetate
  4. washThe extract was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customConcentration of the ethyl acetate solution gave a residue, which
  7. washElution with hexane-acetone (1:1)

出典と根拠

ORDレコード
ord-b9ed3d3e990f4a74a154a8ba0401746e
出典データセット
uspto-grants-2002_07
特許番号
US06414003B1

反応ノート

読み込み中…