Methyl iodide → HCID 21070648、化合物

HRID 1435350ノート

反応式

HRID 1435350 の反応式
[N:1]([CH:4]1[CH2:9][CH2:8][N:7]([S:10]([CH3:13])(=[O:12])=[O:11])[CH2:6][CH:5]1[OH:14])=[N+:2]=[N-:3].[H-].[Na+].[CH3:17]I>O1CCCC1>[N:1]([CH:4]1[CH2:9][CH2:8][N:7]([S:10]([CH3:13])(=[O:11])=[O:12])[CH2:6][CH:5]1[O:14][CH3:17])=[N+:2]=[N-:3]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 21070649HCID 21070649、化合物

生成物 1

HCID 21070648HCID 21070648、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To the stirred solution of the azide (500 mg, 2.27 mmol, Example 304) in tetrahydrofuran (8 mL) at 0° C., sodium hydride (60% in oil dispersion, 180 mg, 4.54 mmol, Aldrich) was added slowly and the mixture was stirred for 30 minutes. Methyl iodide (184 uL, 2.95 mmol, Aldrich) was then added and the mixture was stirred at room temperature overnight. The reaction was quenched with saturated ammonium chloride solution and the mixture was extracted with ethyl acetate. The extract was washed with brine and dried with sodium sulfate. The solvent was removed and the residue was purified by chromatography (15% ethyl acetate/hexanes first and then 35%) to give a yellow oil. 280 mg, 53%.

後処理

  1. stirringthe mixture was stirred at room temperature overnight
  2. customThe reaction was quenched with saturated ammonium chloride solution
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with brine
  5. dry with materialdried with sodium sulfate
  6. customThe solvent was removed
  7. customthe residue was purified by chromatography (15% ethyl acetate/hexanes first
  8. custom35%) to give a yellow oil

出典と根拠

ORDレコード
ord-d7036472c37745a1aef5233dbe55db28
出典データセット
uspto-grants-2009_11
特許番号
US07615634B2

反応ノート

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