Phosphorus oxychloride → methyl trans-3-(1-methyl-2-phenyl-1H-indol-3-yl)acrylate

HRID 547970

反応式

HRID 547970 の反応式
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.CO/[CH:19]=[CH:20]/[C:21]([O:23][CH3:24])=[O:22].P(Cl)(Cl)(Cl)=O>C(OCC)(=O)C.O.C(O)(=O)C>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](/[CH:19]=[CH:20]/[C:21]([O:23][CH3:24])=[O:22])=[C:3]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

7

反応物 3

HCID 24813Phosphorus oxychlorideHCID 770951-Methyl-2-phenylindoleHCID 5323651Methyl 3-methoxyacrylate

生成物 1

HCID 15732921methyl trans-3-(1-methyl-2-phenyl-1H-indol-3-yl)acrylate収率 76%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

1.04 g of 1-methyl-2-phenyl-1H-indol, 0.64 g of methyl trans-3-methoxyacrylate, 94.5 mg of water and 6 ml of glacial acetic acid were mixed, 124 mg of phosphorus oxychloride was added into the mixture at an inner temperature of 25° C., the added mixture was stirred for 7 hours at the same temperature to cause a reaction. After completion of the reaction, 30 mL of water was added dropwise into the reaction liquid, 50 mL of ethyl acetate was added and extraction treatment was conducted, and the resulting organic layer was subjected to concentration treatment. The resultant concentrated residue was purified by flash chromatography, to obtain 1.11 g of methyl trans-3-(1-methyl-2-phenyl-1H-indol-3-yl)acrylate (yellow solid). Yield: 76%.

後処理

  1. customa reaction
  2. additionwas added
  3. extractionextraction treatment
  4. concentrationthe resulting organic layer was subjected to concentration treatment
  5. customThe resultant concentrated residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-3468ebb38bf546dc893377d4f9cb30a2
出典データセット
uspto-grants-2011_05
特許番号
US07939674B2

関連ノート

読み込み中…