反応 #1061918

ord-cbd1087467f84a729bd205d294d56e0c

反応方程式

O=C([O-])O.[Na+]
NaHCO3
OCCCCCCCCO
1,8-Octanediol
C1=COCCC1
dihydropyran
Cl
HCl
OCCCCCCCCOC1CCCCO1
crude product
収率 99.8%
OCCCCCCCCOC1CCCCO1
8-[(Tetrahydro-2H-pyran-2-yl)oxy]-1-octanol
収率 99.8%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過was filtered
  2. 2
    その他Dichloromethane was removed with a rotary evaporator
  3. 3
    その他the resulting residue was triturated with pentane
  4. 4
    ろ過The solid was filtered from the pentane solution
  5. 5
    その他the pentane was removed with a rotary evaporator

実験手順

1,8-Octanediol (16.8 g) (115 mmol) and 4.83 g of dihydropyran (57.5 mmol) in 1400 ml of dichloromethane containing 5 drops of concentrated HCl were stirred for 2 hours. Then 10 g of NaHCO3 were stirred in and the solution was filtered. Dichloromethane was removed with a rotary evaporator, and the resulting residue was triturated with pentane; the undissolved solid was 1,8-octanediol. The solid was filtered from the pentane solution, and the pentane was removed with a rotary evaporator to give 13.2 g (99.8%) of crude product oil.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05607670uspto-grants-1997_03