Water → HCID 15523937、化合物

HRID 1978009ノート

反応式

HRID 1978009 の反応式
[NH2:1][CH2:2][CH:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:14][CH3:15])[CH:12]=2)[CH2:7][CH2:6][CH2:5]1.[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]=[C:25]=[O:26])=[CH:20][CH:19]=1.O>C1COCC1>[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([NH:24][C:25](=[O:26])[NH:1][CH2:2]/[CH:3]=[C:4]2\[CH2:5][CH2:6][CH2:7][C:8]3[C:13]\2=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=3)=[CH:20][CH:19]=1

参加物

5

反応物 3

HCID 962WaterHCID 794431-Isocyanato-4-methoxybenzeneHCID 54094556HCID 54094556、化合物

生成物 1

HCID 15523937HCID 15523937、化合物収率 54%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1-(2-aminoethylidene)-7-methoxy-1,2,3,4-tetrahydronaphthalene (3.0 g, 14.8 mmol) in THF (20 ml) was gradually added dropwise, under ice cooling, 4-methoxyphenyl isocyanate (2.2 g, 14.8 mmol). The mixture was stirred for 30 minutes at room temperature. The reaction mixture was then poured into water. The organic layer was subjected to extraction with 10% methanol/chloroform. The extract solution was washed with brine and water, which was dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The residue was purified by means of a silica gel column chromatography (ethyl acetate:hexane=6:4), followed by recrystallization from ethyl acetate/methanol to give the above-titled compound (2.8 g, yield 54%).

後処理

  1. extractionThe organic layer was subjected to extraction with 10% methanol/chloroform
  2. washThe extract solution was washed with brine and water, which
  3. dry with materialwas dried over anhydrous magnesium sulfate
  4. distillationby distilling off the solvent under reduced pressure
  5. customThe residue was purified by means of a silica gel column chromatography (ethyl acetate:hexane=6:4)
  6. customfollowed by recrystallization from ethyl acetate/methanol

出典と根拠

ORDレコード
ord-5427e51ea2b240dc9acc64354e2566d2
出典データセット
uspto-grants-2001_05
特許番号
US06235789B1

反応ノート

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