Methyl iodide → 4-(3-chlorophenyl)-6-(3-iodobenzoyl)-1-methyl-2(1H)-quinolinone

HRID 346985노트

반응식

HRID 346985 반응식
IC.[Cl:3][C:4]1[CH:5]=[C:6]([C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:20](=[O:28])[C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([I:27])[CH:22]=4)[CH:18]=3)[NH:13][C:12](=[O:29])[CH:11]=2)[CH:7]=[CH:8][CH:9]=1.[CH3:30]COC(C)=O>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.[OH-].[Na+].C1COCC1>[Cl:3][C:4]1[CH:5]=[C:6]([C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:20](=[O:28])[C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([I:27])[CH:22]=4)[CH:18]=3)[N:13]([CH3:30])[C:12](=[O:29])[CH:11]=2)[CH:7]=[CH:8][CH:9]=1

참가 물질

7

반응물 3

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 210820354-(3-chlorophenyl)-6-(3-iodobenzoyl)-2(1H)-quinolinone

생성물 1

HCID 210820344-(3-chlorophenyl)-6-(3-iodobenzoyl)-1-methyl-2(1H)-quinolinone수율 45%

시약·촉매·용매 3

HCID 66133Benzyl triethylammonium chloride촉매HCID 8028Tetrahydrofuran용매HCID 14798Sodium Hydroxide용매

실험 절차

Benzyltriethylammonium chloride (0.00267 mol) and iodomethane (0.053 mol) were added to a solution of intermediate (74) (0.0267 mol) in concentrated sodium hydroxide (150 ml) and THF (150 ml). The mixture was stirred at room temperature for 4 hours and poured out into ice water. EtOAc was added. The organic layer was separated, washed with water, dried (MgSO4), filtered and the solvent was evaporated. The residue was crystallized from EtOAc/2-propanone. The precipitate was filtered off and dried, yielding 6 g (45%) of 4-(3-chlorophenyl)-6-(3-iodobenzoyl)-1-methyl-2(1H)-quinolinone, melting point 235° C. (intermediate 75).

후처리

  1. customThe organic layer was separated
  2. washwashed with water
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customthe solvent was evaporated
  6. customThe residue was crystallized from EtOAc/2-propanone
  7. filtrationThe precipitate was filtered off
  8. customdried

출처 및 근거

ORD 기록
ord-7b8a23354e33413db0a04447176c14ad
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07173040B2

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