聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] → 2-苯基-1-丙醇

HRID 368825

反应方程式

HRID 368825 反应方程式
C1(C[C@H]2COC(=O)N2[C:14](=[O:23])[CH:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:16])C=CC=CC=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[C:17]1([CH:15]([CH3:16])[CH2:14][OH:23])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参与物

6

反应物 4

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]2 次HCID 14798二甲基对苯二胺二盐酸HCID 21226445Aluminium lithium hydrideHCID 56980759(4S)-4-(phenylmethyl)-3-(2-phenylpropionyl)-2-oxazolidinone

产物 1

HCID 142952-苯基-1-丙醇

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂2 次

实验过程

A mixture of (4S)-4-(phenylmethyl)-3-(2-phenylpropionyl)-2-oxazolidinone (XLI, Isomer I, 2.651 g, 8.57 mmol) in THF (10 ml) is added dropwise to a cooled slurry of lithium aluminum hydride (0.3518 g, 9.27 mmol) in THF (10 ml). After the mixture had stirred for 28 min at 0°, water (0.35 ml) is added and the mixture is stirred for 15 min. Sodium hydroxide (15% aqueous solution, 0.35 ml) is added and again the mixture is allowed to stir for 15 min. After the final addition of water (1.05 ml), the salts are removed by filtration and washed with ether. The combined filtrates are washed with saline, dried over magnesium sulfate and concentrated. The residue is chromatographed on silica gel eluting with ethyl acetate/hexane (15/85). The appropriate fractions are pooled and concentrated to give 2-phenylpropanol (XLIII, Isomer Ia), NMR (CDCl3) 1.28, 1.35, 2.95, 3.71 and 7.26 δ.

后处理

  1. stirringthe mixture is stirred for 15 min
  2. stirringto stir for 15 min
  3. customthe salts are removed by filtration
  4. washwashed with ether
  5. washThe combined filtrates are washed with saline
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated
  8. customThe residue is chromatographed on silica gel eluting with ethyl acetate/hexane (15/85)
  9. concentrationconcentrated

来源与证据

ORD记录
ord-06a1b8bfc70b4a6ba409fc0cef7a3db4
来源数据集
uspto-grants-2000_10
专利号
US06133446

关联笔记

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