Water → Di-tert-butyl 2-[[[2-(benzylcarboxy)propyl]tert-butoxyphosphinyl]methyl]pentanedioate

HRID 842592

反応式

HRID 842592 の反応式
[C:1]([O:5][PH:6]([CH2:8][CH:9]([CH2:17][CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:26]([O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)(=[O:30])[C:27]([CH3:29])=[CH2:28].[H-].[Na+].O>C1COCC1.CCOCC>[CH2:32]([O:31][C:26]([CH:27]([CH3:29])[CH2:28][P:6]([CH2:8][CH:9]([CH2:17][CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C:10]([O:12][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:11])([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])=[O:30])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

参加物

7

反応物 4

HCID 962WaterHCID 17236Benzyl methacrylateHCID 24758Sodium hydrideHCID 178451016HCID 178451016、化合物

生成物 1

HCID 18418074Di-tert-butyl 2-[[[2-(benzylcarboxy)propyl]tert-butoxyphosphinyl]methyl]pentanedioate収率 53%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of di-tert-butyl 2-[(tert-butoxyphosphinyl)methyl]pentane-1,5-dioate (13.62 g, 36.0 mmol) and benzyl methacrylate (6.35 g, 36.0 mmol) in THF (100 ml) under nitrogen was added sodium hydride (0.14 g, 60% dispersion in oil, 3.60 mmol). After three hours, the reaction mixture was poured into water (300 ml) and ether (100 ml) was added. The organic layer was separated and retained, and the aqueous layer was washed again with ether (100 ml). The combined organic extracts were dried over magnesium sulfate and the solvent was removed under reduced pressure. The resulting residue was purified by column chromatography and the product was eluted with 2:3 EtOAc/Hexane. The solvent was removed under reduced pressure leaving a clear oil (10.5 g, 53%).

後処理

  1. additionwas added
  2. customThe organic layer was separated
  3. washthe aqueous layer was washed again with ether (100 ml)
  4. dry with materialThe combined organic extracts were dried over magnesium sulfate
  5. customthe solvent was removed under reduced pressure
  6. customThe resulting residue was purified by column chromatography
  7. washthe product was eluted with 2:3 EtOAc/Hexane
  8. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-cd29858c2ef847d58a518d2663dde7b9
出典データセット
uspto-grants-2002_04
特許番号
US06376478B1

関連ノート

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