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

HRID 644100

반응식

HRID 644100 반응식
[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

참가 물질

7

반응물 3

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

생성물 1

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

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 962Water용매2회HCID 8857Ethyl Acetate용매

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-7f0238898529425f8fbc3789188113ef
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700642B2

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