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Sodium hydride → HCID 19362787、化合物

HRID 850285
ノート
印刷プレビュー

反応式

HRID 850285 の反応式
[H-].[Na+].[CH2:3]([O:10][P:11]([O-:20])[O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH:21]([C:24]1[CH:31]=[C:30]([CH:32]([CH3:34])[CH3:33])[CH:29]=[C:28]([CH:35]([CH3:37])[CH3:36])[C:25]=1[CH2:26]Br)([CH3:23])[CH3:22].P([O-])([O-])[O-]>O1CCCC1>[CH2:13]([O:12][P:11]([CH2:26][C:25]1[C:24]([CH:21]([CH3:23])[CH3:22])=[CH:31][C:30]([CH:32]([CH3:34])[CH3:33])=[CH:29][C:28]=1[CH:35]([CH3:37])[CH3:36])(=[O:20])[O:10][CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 24758Sodium hydride2 回HCID 107908Phosphite2 回HCID 10590086HCID 10590086、化合物HCID 21904359Dibenzylphosphite

生成物 1

HCID 19362787HCID 19362787、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Sodium hydride (2.0 g, 50 mmol), was added in portions to dibenzylphosphite (13.0 g, 50 mmol) in tetrahydrofuran (250 mL) at room temperature. When no further reaction was apparent, added 2,4,6-triisopropylbenzyl bromide (14.47 g, 49 mmol) and stirred at room temperature. Stirred overnight at room temperature, added more phosphite anion (11.94 g phosphite, 1.30 g NaH), and stirred over 2 days at room temperature. The reaction mixture was concentrated, the residue was taken up in ethyl acetate, washed with 10% aqueous citric acid solution, brine, dried (magnesium sulfate), filtered, and concentrated to an oil. The oil was chromatographed on silica gel using 4:1 hexanes/ethyl acetate as eluant. The product was obtained as a solid in two portions, 17.47 g, (73%).

後処理

  1. customWhen no further reaction
  2. stirringStirred overnight at room temperature
  3. stirringstirred over 2 days at room temperature
  4. concentrationThe reaction mixture was concentrated
  5. washwashed with 10% aqueous citric acid solution, brine
  6. dry with materialdried (magnesium sulfate)
  7. filtrationfiltered
  8. concentrationconcentrated to an oil
  9. customThe oil was chromatographed on silica gel using 4:1 hexanes/ethyl acetate as eluant
  10. customThe product was obtained as a solid in two portions, 17.47 g, (73%)

出典と根拠

ORDレコード
ord-766255a50f6f426f9265db9934ca8ce2
出典データセット
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06017905

反応ノート

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