Methyl Acrylate → (3aRS,4SR,9aSR)-3a,4,9,9a-tetrahydro-4-phenyl-benz[f]isoindoline-2-propionic acid methyl ester

HRID 426759ノート

反応式

HRID 426759 の反応式
[C:1]1([CH:7]2[CH:15]3[CH:11]([CH2:12][NH:13][CH2:14]3)[CH2:10][C:9]3[CH:16]=[CH:17][CH:18]=[CH:19][C:8]2=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:20][O:21][C:22](=[O:25])[CH:23]=[CH2:24].[OH-].C([N+](C)(C)C)C1C=CC=CC=1>CO>[CH3:20][O:21][C:22](=[O:25])[CH2:23][CH2:24][N:13]1[CH2:12][CH:11]2[CH:15]([CH:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:8]3[CH:19]=[CH:18][CH:17]=[CH:16][C:9]=3[CH2:10]2)[CH2:14]1

参加物

5

反応物 3

HCID 7294Methyl AcrylateHCID 66854Benzyltrimethylammonium hydroxideHCID 70608213(3aRS,4SR,9aSR)-3a,4,9,9a-tetrahydro-4-phenyl-benz[f]isoindoline

生成物 1

HCID 70609075(3aRS,4SR,9aSR)-3a,4,9,9a-tetrahydro-4-phenyl-benz[f]isoindoline-2-propionic acid methyl ester

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 15 g of (3aRS,4SR,9aSR)-3a,4,9,9a-tetrahydro-4-phenyl-benz[f]isoindoline, 5.9 g of acrylic acid methyl ester and 1 cc of a 40% solution of benzyl trimethyl ammonium hydroxide in methanol is stirred at 50° for 4 hours and is then concentrated by evaporation. The evaporation residue is reduced to a slime with silica gel in benzene/ethyl acetate (9:1) and filtration is effected. Upon concentrating the filtrate by evaporation, the title compound, having a M.P. of 75°-76° (after crystallization from ether/petroleum ether), is obtained.

後処理

  1. concentrationis then concentrated by evaporation
  2. filtrationThe evaporation residue is reduced to a slime with silica gel in benzene/ethyl acetate (9:1) and filtration
  3. concentrationUpon concentrating the filtrate
  4. customby evaporation
  5. customa M.P. of 75°-76° (after crystallization from ether/petroleum ether)
  6. customis obtained

出典と根拠

ORDレコード
ord-2d5b8d87a6ff4d3d8775935447324193
出典データセット
uspto-grants-1979_10
特許番号
US04171369

反応ノート

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