氢化铝锂 → 4-羟基环己酮乙二醇缩醛

HRID 40985

反应方程式

HRID 40985 反应方程式
[O:1]1[C:5]2([CH2:10][CH2:9][C:8](=[O:11])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[AlH4-].[Li+]>CCOCC>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([OH:11])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

参与物

4

反应物 2

HCID 28112氢化铝锂HCID 5674151,4-环己二酮单乙二醇缩酮

产物 1

HCID 5673524-羟基环己酮乙二醇缩醛

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

1,4-Dioxa-spiro[4.5]decan-8-one (2.00 g, 0.0128 mol) was dissolved in ether (50 mL) and the mixture was cooled to 0° C. To the reaction was added 1 M lithium tetrahydroaluminate in ether (7.0 mL) and this mixture was stirred at 0° C. for 2 hours at which time TLC analysis showed no starting material present. The reaction was then quenched with water and 1 N NaOH (0.5 mL of each) and then filtered. The filtered solid was washed with ether and the combined ether filtrate was concentrated using a rotary evaporator to give the product. NMR (CDCl3): 3.94 (m, 4H), 3.81 (m, 1H), 1.79-1.92 (m, 4H), 1.54-1.70 (m, 4H).

后处理

  1. customThe reaction was then quenched with water and 1 N NaOH (0.5 mL of each) and
  2. filtrationthen filtered
  3. washThe filtered solid was washed with ether
  4. concentrationthe combined ether filtrate was concentrated
  5. customa rotary evaporator
  6. customto give the product

来源与证据

ORD记录
ord-5c426494f53b403092b47b43b4284363
来源数据集
uspto-grants-2013_09
专利号
US08530485B2

关联笔记

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