Reaction #1960491

Reaction equation

1-(1-ethynylhexyloxy)-2,3-difluorobenzene

→

7,8-difluoro-2-pentyl-2H-chromene

Solvents

N,N-diethylaniline

MTBE

Conditions

Workup

1. 1
   Washwashed a number of times with 1 N HCl
2. 2
   OtherThe organic phase is dried
3. 3
   Otherevaporated to dryness
4. 4
   OtherThe residue is purified by column chromatography (SiO2, n-pentane:1-chlorobutane=5:1)

Procedure

62.0 g (0.26 mol) of 1-(1-ethynylhexyloxy)-2,3-difluorobenzene are heated at 195° C. for 2 h in 390 ml of N,N-diethylaniline. The batch is diluted with MTBE and washed a number of times with 1 N HCl. The organic phase is dried using sodium sulfate and evaporated to dryness. The residue is purified by column chromatography (SiO2, n-pentane:1-chlorobutane=5:1), giving 7,8-difluoro-2-pentyl-2H-chromene as a brown oil.

Source