Sodium hydride → HCID 15908912、化合物

HRID 429722ノート

反応式

HRID 429722 の反応式
[H-].[Na+].[Br:3][CH:4]1[CH2:10][CH:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[CH2:8][CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[NH:6][C:5]1=[O:24].C([CH:29](I)[C:30]([NH2:32])=[O:31])(C)(C)C>>[C:9]([NH:32][C:30](=[O:31])[CH2:29][N:6]1[CH:7]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:8][CH:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[CH2:10][CH:4]([Br:3])[C:5]1=[O:24])([CH3:11])([CH3:10])[CH3:8]

参加物

4

反応物 3

HCID 24758Sodium hydrideHCID 18352660HCID 18352660、化合物HCID 18352670HCID 18352670、化合物

生成物 1

HCID 15908912HCID 15908912、化合物収率 184.9%

実験手順

To a 1000 mL 3-necked round-bottomed flank equipped with addition funnel and nitrogen inlet was added 3.9 grams (97.6 mmol) sodium hydride, which was then washed with hexane, and 400 mL dry tetrahydrofuran. To the stirring suspension was added a solution of 31.8 grams (88.8 mmol) 3-Bromo-5-(2-methylphenyl)-7-phenyl-2,3,4,5,6,7-hexahydroazepin-2-one and 23.5 grams (97.6 mmol) t-butyl iodoacetamide. The reaction was stirred at room temperature for 60 hours, quenched with ammonium chloride solution, then poured into water, extracted twice into ethyl acetate, washed with brine, dried over sodium sulfate, and evaporated. The residue was chromatographed on silica gel using 2/1-hexane/ethyl acetate an eluent to afford 38.7 grams (92%) of a foam, a mixture of diastereomers.

後処理

  1. customTo a 1000 mL 3-necked round-bottomed flank equipped with addition funnel and nitrogen inlet
  2. washwas then washed with hexane, and 400 mL dry tetrahydrofuran
  3. customquenched with ammonium chloride solution
  4. additionpoured into water
  5. extractionextracted twice into ethyl acetate
  6. washwashed with brine
  7. dry with materialdried over sodium sulfate
  8. customevaporated
  9. customThe residue was chromatographed on silica gel using 2/1-hexane/ethyl acetate an eluent

出典と根拠

ORDレコード
ord-ffda83f525a74c99b88ba20fbc87f5c8
出典データセット
uspto-grants-2001_11
特許番号
US06319915B1

反応ノート

読み込み中…