Pyridine → 1-Fluoro-2-isocyanato-4-methoxy-5-methyl-benzene

HRID 1691815노트

반응식

HRID 1691815 반응식
[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([O:9][CH3:10])=[CH:4][C:3]=1[NH2:11].N1C=CC=CC=1.[C:18](Cl)(Cl)=[O:19]>C1(C)C=CC=CC=1.CN(C1C=CN=CC=1)C>[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([O:9][CH3:10])=[CH:4][C:3]=1[N:11]=[C:18]=[O:19]

참가 물질

6

반응물 3

HCID 1049PyridineHCID 6371PhosgeneHCID 593777852-Fluoro-5-methoxy-4-methylaniline

생성물 1

HCID 593778971-Fluoro-2-isocyanato-4-methoxy-5-methyl-benzene

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1140Toluene용매

실험 절차

2-Fluoro-5-methoxy-4-methyl-phenylamine (78 mg, 0.50 mmol) was dissolved in 10 ml of toluene at room temperature. DMAP (1 eq, 61 mg), pyridine (1.3 eq, 0.06 ml) were added followed by phosgene (1.33 eq, 0.34 ml, 20% solution in toluene). The mixture was allowed to stir at room temperature for 3 hours, forming a fine white precipitate. The mixture was filtered and the filtrate was concentrated in vacuo. The residue was diluted with dichloromethane and concentrated in vacuo again to give 1-fluoro-2-isocyanato-4-methoxy-5-methyl-benzene (90 mg, quantitative) as a clear oil.

후처리

  1. customforming a fine white precipitate
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated in vacuo
  4. additionThe residue was diluted with dichloromethane
  5. concentrationconcentrated in vacuo again

출처 및 근거

ORD 기록
ord-342da76530f74e97a896651691cf49f5
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153809B2

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