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

HRID 346985ノート

反応式

HRID 346985 の反応式
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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 66133Benzyl triethylammonium chloride触媒HCID 8028Tetrahydrofuran溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-7b8a23354e33413db0a04447176c14ad
出典データセット
uspto-grants-2007_02
特許番号
US07173040B2

反応ノート

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