Reaction #6706

Reaction equation

7-oct-1-enyldimethylchlorosilane

triethylamine

water

→

7-oct-1-enyldimethylsilanol

Solvents

ether

ether

Conditions

Workup

1. 1
   Filtrationfiltered
2. 2
   Washwashing the filtered solid with ether (10 ml)
3. 3
   OtherThe filtrate was evaporated with a rotary evaporator
4. 4
   Otherthe residue partitioned between hexane (30 ml) and water (30 ml)
5. 5
   OtherThe organic layer was separated
6. 6
   Dryingdried (MgSO4)
7. 7
   Filtrationfiltered through silica gel (70–230 mesh, 60 Å)
8. 8
   Washwashing with hexane (100 ml)
9. 9
   OtherThe filtrate was evaporated with a rotary evaporator
10. 10
    Otherto afford a colorless oil which
11. 11
    Otherdried

Procedure

A solution of 7-oct-1-enyldimethylchlorosilane (2.56 ml) in ether (2 ml) was added dropwise over 1 hour to a stirring mixture of triethylamine (1.5 ml), water (0.18 ml) and ether (15 ml) in an ice/water bath. The resultant was stirred a further 1 hour in the ice/water bath and filtered washing the filtered solid with ether (10 ml). The filtrate was evaporated with a rotary evaporator and the residue partitioned between hexane (30 ml) and water (30 ml). The organic layer was separated, dried (MgSO4) and filtered through silica gel (70–230 mesh, 60 Å), washing with hexane (100 ml). The filtrate was evaporated with a rotary evaporator to afford a colorless oil which was vacuum dried and weighed (1.06 g).

Source