二叔丁基过氧化物 → 8,8-Dimethyl-1-oxa-spiro[4.5]decan-2-one

HRID 585464

反应方程式

HRID 585464 反应方程式
[CH3:1][C:2]1([CH3:9])[CH2:7][CH2:6][CH:5]([OH:8])[CH2:4][CH2:3]1.C(OOC(C)(C)C)(C)(C)C.C([O:22][C:23](=O)[CH:24]=[CH2:25])C>>[CH3:1][C:2]1([CH3:9])[CH2:7][CH2:6][C:5]2([O:8][C:23](=[O:22])[CH2:24][CH2:25]2)[CH2:4][CH2:3]1

参与物

4

反应物 3

HCID 8033二叔丁基过氧化物HCID 8821丙烯酸乙酯HCID 1367354,4-二甲基环己-1-醇

产物 1

HCID 134091248,8-Dimethyl-1-oxa-spiro[4.5]decan-2-one收率 69.5%

反应条件

温度
160 °C

实验过程

In a 500 ml three necked round bottom flask was charged 4,4-dimethyl-cyclohexanol (100 g, 0.78 mol) and heated up to 160° C., while adding over 4 hours tBuOOtBu (11.4 g, 0.08 mol) and ethylacrylate (39.2 g, 0.39 mol). 10 minutes after the end of the addition, the mixture was cooled to 50° C. and lights were distilled off. Then, 30% w/w aqueous NaOH (61 g) and MTBE (200 g) were added. Stirring was continued during the night at 40° C. and the aqueous phase was separated. The aqueous phase was re-extracted four times with MTBE (200 g). Afterwards, MTBE (200 g) was added to the aqueous phase, and the pH adjusted to 1 with 50% w/w aqueous H2SO4. The organic phase was washed with water and concentrated to yield 49.4 g of crude 8,8-dimethyl-1-oxa-spiro[4.5]decan-2-one (GC purity: 96.3%).

后处理

  1. addition10 minutes after the end of the addition
  2. temperaturethe mixture was cooled to 50° C.
  3. distillationlights were distilled off
  4. additionThen, 30% w/w aqueous NaOH (61 g) and MTBE (200 g) were added
  5. customwas continued during the night at 40° C.
  6. customthe aqueous phase was separated
  7. extractionThe aqueous phase was re-extracted four times with MTBE (200 g)
  8. additionAfterwards, MTBE (200 g) was added to the aqueous phase
  9. washThe organic phase was washed with water
  10. concentrationconcentrated

来源与证据

ORD记录
ord-233d41f352304ff683ba149e4246e80f
来源数据集
uspto-grants-2005_08
专利号
US06933265B2

关联笔记

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