反应 #742284

ord-3d4f1d8560174b3ea6b5c44bdbe1a31c

反应方程式

CC1=CCC2(C)CCC1C2
2,5-Dimethyl-bicyclo[3.2.1]oct-2-ene
CC(=O)OO
peracetic acid
CC(=O)[O-].[Na+]
sodium acetate
CC12CCC(C1)C1(C)OC1C2
2,6-dimethyl-3-oxa-tricyclo[4.2.1.0*2,4*]nonane
收率 82.0%

反应条件

温度
0°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他subsequently quenched with water and toluene
  2. 2
    其他split
  3. 3
    洗涤The organic layer was first washed with a solution of sodium carbonate (Na2CO3)
  4. 4
    workup.DISTILLATIONFractional distillation of the organic layer

实验过程

2,5-Dimethyl-bicyclo[3.2.1]oct-2-ene (800 g, 5.88 mol, obtained as above in EXAMPLE I) was fed into a solution of peracetic acid (CH3CO3H, 32%, 1.466 Kg, 6.18 mol) and sodium acetate (CH3CO2Na, 72 g, 0.882 mol), and cooled to 0° C. The reaction mixture was aged for 6 hours, and subsequently quenched with water and toluene. The reaction mixture was shaken and split. The organic layer was first washed with a solution of sodium carbonate (Na2CO3), and then with a solution of sodium sulfite (Na2SO3). Fractional distillation of the organic layer provided 2,6-dimethyl-3-oxa-tricyclo[4.2.1.0*2,4*]nonane (734 g) having a boiling point of 31° C. at a pressure of 18 mmHg

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08071529B1uspto-grants-2011_12