Water → HCID 15523937, 화합물

HRID 1978009노트

반응식

HRID 1978009 반응식
[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

참가 물질

5

반응물 3

HCID 962WaterHCID 794431-Isocyanato-4-methoxybenzeneHCID 54094556HCID 54094556, 화합물

생성물 1

HCID 15523937HCID 15523937, 화합물수율 54%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-5427e51ea2b240dc9acc64354e2566d2
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06235789B1

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