4,4'-Dimethoxydiphenylamine → 1,1-bis(p-2,2,2-trifluoroethoxyphenyl)-2-[N,N-bis-(4-methoxyphenyl)amino]ethylene

HRID 326968

반응식

HRID 326968 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.[OH2:18].[C:19]1(C)[CH:24]=[CH:23][C:22](S(O)(=O)=O)=[CH:21][CH:20]=1.[F:30][C:31]([F:44])([F:43])[CH2:32][O:33][C:34]1[CH:39]=[CH:38][C:37]([CH2:40][CH:41]=O)=[CH:36][CH:35]=1>C1(C)C=CC=CC=1>[F:30][C:31]([F:44])([F:43])[CH2:32][O:33][C:34]1[CH:39]=[CH:38][C:37]([C:40]([C:19]2[CH:20]=[CH:21][C:22]([O:18][CH2:32][C:31]([F:44])([F:43])[F:30])=[CH:23][CH:24]=2)=[CH:41][N:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)=[CH:36][CH:35]=1

참가 물질

5

반응물 3

HCID 75714,4'-DimethoxydiphenylamineHCID 521998p-Toluenesulfonic acid monohydrateHCID 131718270p-2,2,2-Trifluoroethoxyphenylacetaldehyde

생성물 1

HCID 200977531,1-bis(p-2,2,2-trifluoroethoxyphenyl)-2-[N,N-bis-(4-methoxyphenyl)amino]ethylene

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Using a 30-ml flask similar to that used in Production Example 1, 0.65 g (2.84 mmole) of 4.4'-dimethoxydiphenylamine and 5 mg of p-toluenesulfonic acid monohydrate were added to 10 ml anhydrous toluene solution containing 1.11 g (2.84 mmole) of 1,1-bis(p-2,2,2-trifluoroethoxyphenylacetaldehyde under a nitrogen atmosphere, and refluxed for 3 hours while dehydrating using molecular sieves 4A. After cooling to room temperature, the solution was filtered and the solvent was distilled off. The residue was purified using an alumina column (toluene). The resulting white solid was recrystallized from hexane to yield white crystals of 1,1-bis(p-2,2,2-trifluoroethoxyphenyl)-2-[N,N-bis-(4-methoxyphenyl)amino]ethylene [Compound (4)] in an amount of 1.46 g (yield 85%).

후처리

  1. temperaturerefluxed for 3 hours
  2. filtrationthe solution was filtered
  3. distillationthe solvent was distilled off
  4. customThe residue was purified
  5. customThe resulting white solid was recrystallized from hexane

출처 및 근거

ORD 기록
ord-03bf23159666400c9536128491479c88
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05272030

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