Water → (5-Dimethylamino-2-nitro-4-trifluoromethylphenyl)acetonitrile

HRID 73348

반응식

HRID 73348 반응식
[CH3:1][N:2]([CH3:16])[C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[C:12]([F:15])([F:14])[F:13].ClC1C=CC(O[CH2:23][C:24]#[N:25])=CC=1.CC(C)([O-])C.[K+].O>CN(C)C=O>[CH3:1][N:2]([CH3:16])[C:3]1[C:4]([C:12]([F:13])([F:14])[F:15])=[CH:5][C:6]([N+:9]([O-:11])=[O:10])=[C:7]([CH2:23][C:24]#[N:25])[CH:8]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 3064442-(4-Chlorophenoxy)acetonitrileHCID 521528N,N-dimethyl-4-nitro-2-(trifluoromethyl)anilineHCID 23665647Potassium tert-butoxide

생성물 1

HCID 58437521(5-Dimethylamino-2-nitro-4-trifluoromethylphenyl)acetonitrile수율 9.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of dimethyl-(4-nitro-2-trifluoromethylphenyl)amine (0.95 g) in N,N-dimethylformamide (20 mL) were added (4-chlorophenoxy)acetonitrile (0.75 g) and 1 mol/L potassium tert-butoxide (4.5 mL, in tetrahydrofuran solution) under ice cooling, and this mixture was stirred at the same temperature for 1 hour. This reaction mixture was poured into water, and this mixture was extracted with ethyl acetate. This organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (0.11 g).

후처리

  1. extractionthis mixture was extracted with ethyl acetate
  2. washThis organic layer was washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure
  5. customThe residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-d6372bf02a004b0890cfcdbe6e270fb0
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829040B2

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