Lithium iodide → HCID 20135083、化合物

HRID 580408ノート

反応式

HRID 580408 の反応式
[I-].[Li+].COC([C:7]1([CH2:31][CH:32]=[CH2:33])[CH:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH3:21])[CH2:12][C:11]2[C:22]([C:26]([F:29])([F:28])[F:27])=[CH:23][CH:24]=[CH:25][C:10]=2[NH:9][C:8]1=[O:30])=O>N1C=CC=CC=1.O>[CH3:21][O:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[CH:13]1[CH2:12][C:11]2[C:22]([C:26]([F:27])([F:28])[F:29])=[CH:23][CH:24]=[CH:25][C:10]=2[NH:9][C:8](=[O:30])[CH:7]1[CH2:31][CH:32]=[CH2:33]

参加物

5

反応物 2

HCID 66321Lithium iodideHCID 20135070HCID 20135070、化合物

生成物 1

HCID 20135083HCID 20135083、化合物収率 69.9%

試薬・触媒・溶媒 2

HCID 962Water触媒HCID 1049Pyridine溶媒2 回

実験手順

Lithium iodide (11.98 g; 89.44 mmole) was added to 1,3,4,5-tetrahydro-3-(methoxycarbonyl)-4-(methoxyphenyl)-3-(2-propenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (9.69 g; 22.36 mmole) in pyridine (40 ml) and water (a few drops). The mixture was refluxed with stirring for 11 hours. The pyridine was vacuum distilled off and the residue was dissolved into methanol and washed with 1N hydrochloric acid (three times), and saturated sodium chloride, and dried (magnesium sulfate). The concentrated residue was black indicating some decomposition occurred. The 9.67 g of this black residue was flash chromatographed (silica gel/3:1-hexane:ethyl acetate, followed by 1:1-hexane/ethyl acetate). Appropriate fractions were combined and concentrated giving 5.87 g of the title compound as a solid.

後処理

  1. temperatureThe mixture was refluxed
  2. distillationdistilled off
  3. dissolutionthe residue was dissolved into methanol
  4. washwashed with 1N hydrochloric acid (three times), and saturated sodium chloride
  5. dry with materialdried (magnesium sulfate)
  6. customchromatographed (silica gel/3:1-hexane:ethyl acetate, followed by 1:1-hexane/ethyl acetate)
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-23cc770041854ba6ae44e2db714a5176
出典データセット
uspto-grants-1988_06
特許番号
US04752645

反応ノート

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