Reaction #1605749

Reaction equation

Bu4NF.3H2O

xylene

water

→

1-hexylcyclopropene

Solvents

DMSO

Conditions

Workup

1. 1
   workup.STIRRINGvigorously stirred for 5 minutes
2. 2
   OtherWhen the mixture was separated into a xylene layer (upper layer)
3. 3
   Otheran aqueous layer (lower layer), only the xylene layer was collected
4. 4
   workup.ADDITION1.0 g of sodium dodecylbenzenesulfonate and 1.0 g of tristyrenylphenykethoxy)12ethanol were added to the xylene layer
5. 5
   workup.STIRRINGstirred for 5 minutes
6. 6
   workup.ADDITION2.0 L of water was added
7. 7
   workup.ADDITIONwas homogeneously mixed
8. 8
   workup.ADDITIONThis solution was diluted to 1 to 100 times

Procedure

In situ, 0.586 g (2.0 mmol) of (trans)-1-hexyl-1-(methane sulfonyloxy)-2-(trimethylsilyl)cyclopropane of Preparation Example 9 was dissolved in 2.0 ml of DMSO, 0.94 g of Bu4NF.3H2O was added thereto and the resulting mixture was vigorously stirred at room temperature for one hour. 8.0 ml of xylene and 5.0 ml of water were added to the reaction solution and vigorously stirred for 5 minutes and stood. When the mixture was separated into a xylene layer (upper layer) and an aqueous layer (lower layer), only the xylene layer was collected and the aqueous layer was discarded. 1.0 g of sodium dodecylbenzenesulfonate and 1.0 g of tristyrenylphenykethoxy)12ethanol were added to the xylene layer, stirred for 5 minutes, 2.0 L of water was added thereto and the resulting mixture was slowly stirred such that it was homogeneously mixed. As a result, a 1.0 mM 1-hexylcyclopropene formulation was prepared. This solution was diluted to 1 to 100 times prior to use, as necessary.

Source