聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] → 2-(1,4-二氧杂螺[4.5]癸-8-基)乙醇

HRID 40980

反应方程式

HRID 40980 反应方程式
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([CH2:11][C:12](OCC)=[O:13])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[AlH4-].[Li+].O.[OH-].[Na+]>CCOCC>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([CH2:11][CH2:12][OH:13])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]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]HCID 14798二甲基对苯二胺二盐酸HCID 28112氢化铝锂HCID 15700391(1,4-二氧杂-螺[4.5]癸-8-基)-乙酸 乙基 酯

产物 1

HCID 118054582-(1,4-二氧杂螺[4.5]癸-8-基)乙醇

试剂、催化剂与溶剂 1

HCID 3283乙醚溶剂2 次

反应条件

温度
0 °C

实验过程

Ethyl 1,4-dioxaspiro[4.5]dec-8-ylacetate (3.40 g, 0.0149 mol) prepared according to the procedure of Itagaki, Noriaki; Kimura, Mari; Sugahara, Tsutomu; Iwabuchi, Yoshiharu. (Organic Letters 2005; 7(19); 4181-4183.) was dissolved in ether (30.00 mL) and the mixture was cooled to 0° C. To the reaction was added 1.00 M lithium tetrahydroaluminate in ether (15.0 mL) and the resulting mixture was stirred at 0° C. for 60 minutes and at 25° C. for 2 hours. The reaction was cooled and water (0.40 mL, 0.022 mol) was added, followed by 1.00 M sodium hydroxide (0.40 mL). To the reaction was then added ether (100.00 mL) and the solid that precipitated was filtered off. The filtrate was concentrated using a rotary evaporator to give the product. 1H NMR (CDCl3): 3.94 (s, 4H), 3.67 (t, 2H), 1.20-1.80 (m, 11H).

后处理

  1. temperatureThe reaction was cooled
  2. customadded ether (100.00 mL) and the solid that precipitated
  3. filtrationwas filtered off
  4. concentrationThe filtrate was concentrated
  5. customa rotary evaporator
  6. customto give the product

来源与证据

ORD记录
ord-4aee723b7af4456f95d03fca601ba68e
来源数据集
uspto-grants-2013_09
专利号
US08530485B2

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