Reaction #1692043

Reaction equation

vinylethyl ether

sulfuric acid

linalool

→

acetaldehyde ethyl linalyl acetal

Yield 82.3%

Conditions

Workup

1. 1
   OtherInto an 1 l reaction flask
2. 2
   workup.ADDITIONis added over a 2 hour period at 30°C
3. 3
   workup.ADDITIONThen 100 g of a 10-percent soda solution are added to the reaction mixture
4. 4
   OtherThe organic upper layer is separated

Procedure

Into an 1 l reaction flask is placed 216 g vinylethyl ether. Under stirring a solution of 0.2 g concentrated sulfuric acid (s.g. 1.84) in 154 g linalool is added over a 2 hour period at 30°C. Then 100 g of a 10-percent soda solution are added to the reaction mixture and the entire mixture is stirred for half an hour. The organic upper layer is separated and fractionated with 0.5 g soda to obtain 186 g acetaldehyde ethyl linalyl acetal. The acetal has a boiling point of 90°-94°C. at 2 mm Hg; nD20 1,4495-1,4485. The addition of soda to the product to be distilled prevents the formation of 5.9-dimethyl-4.8-decadien-1-al during the fractionation.

Source