Benzoyl Peroxide → 3-Fluoro-4-morpholin-4-ylmethylphenylamine

HRID 254938

반응식

HRID 254938 반응식
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[CH3:11].BrN1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[NH:38]1[CH2:43][CH2:42][O:41][CH2:40][CH2:39]1>C(Cl)(Cl)(Cl)Cl>[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[CH2:11][N:38]1[CH2:43][CH2:42][O:41][CH2:40][CH2:39]1

참가 물질

6

반응물 4

HCID 7187Benzoyl PeroxideHCID 8083MorpholineHCID 67184N-bromobutanimideHCID 740252-Fluoro-4-nitrotoluene

생성물 1

HCID 219550133-Fluoro-4-morpholin-4-ylmethylphenylamine수율 30%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

2-Fluoro-4-nitrotoluene (1.55 g, 10 mmol), N-bromosuccinimide (1.82 g, 10 mmol), and benzoyl peroxide (0.1 g, 0.4 mmol) were dissolved in CCl4 (50 mL). The mixture was heated at reflux, and irradiated with light (100 W bulb) for 4 hours. The reaction mixture was filtered and concentrated. The residue was dissolved in THF (50 mL) and morpholine (1.9 g, 22 mmol) was added to this solution. The mixture was stirred at ambient temperature for 1 hour, and then filtered. The filtrate was evaporated. The title compound was isolated by column chromatography in an amount of 710 mg (30% yield).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux
  3. customirradiated with light (100 W bulb) for 4 hours
  4. filtrationThe reaction mixture was filtered
  5. concentrationconcentrated
  6. dissolutionThe residue was dissolved in THF (50 mL)
  7. filtrationfiltered
  8. customThe filtrate was evaporated

출처 및 근거

ORD 기록
ord-9876c79d99d34f47a247b5c338f69988
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07875728B2

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