反応 #56591

ord-a770b83f1db64c9a9292a5aa6bd5ee65

反応方程式

O=C([O-])O.[Na+]
sodium bicarbonate
CCOCC
ether
C1=COCCC1
dihydropyrane
OCCCCCCCl
6-chlorohexanol
ClCCCCCCOC1CCCCO1
product
収率 86.6%
ClCCCCCCOC1CCCCO1
2-(6-Chlorohexyloxy)tetrahydropyrane
収率 86.6%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    洗浄The ether phase was washed with water
  2. 2
    乾燥dried over sodium sulphate
  3. 3
    ろ過filtered
  4. 4
    濃縮concentrated to dryness

実験手順

To a mixture of 15 g of 6-chlorohexanol, 100 ml of methylenechloride and 0.2 g of p-toluenesulphonic acid were added dropwise 12 g of dihydropyrane in 40 ml of methylenechloride. The reaction mixture was stirred for 15 h at room temperature and then distributed between ether and saturated sodium bicarbonate solution. The ether phase was washed with water, dried over sodium sulphate, filtered and concentrated to dryness. Chromatography of the residue on silica using hexane/ether (3:1) gave 21 g of the product as a colourless oil.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07419620B2uspto-grants-2008_09