Allyl chloride → 2,5,8,11-Tetraoxatetradec-13-ene

540 mls of dried peroxide free tetrahydrofuran and 21.5 g of potassium metal are charged into a 2000 ml three-neck flask equipped with mechanical stirrer and a dry nitrogen inlet. 88.4 ml of triethylene glycol monomethyl ether, available from Chemical Samples Co., is added to the mixture dropwise. After the potassium metal has completely reacted, 48.6 ml of allyl chloride is added dropwise to the mixture at such a rate in order to maintain a gentle reflux. After the reaction is complete, 500 mls of distilled water are added in order to dissolve the precipitated salt. The tetrahydrofuran layer is washed with salt water (270 g NaCl/1 liter water) in order to remove the excess alcohol. The resulting product in tetrahydrofuran is collected and the tetrahydrofuran is removed with a water aspirator. The product is distilled at reduced pressure. 75.5 g (74% yield) of triethylene glycol allyl methyl ether is obtained (b.p. 97° C.-100° C./2 mm). The analytical data is consistent with a product of the general formula:

1. customequipped with mechanical stirrer and a dry nitrogen inlet
2. addition, is added to the mixture dropwise
3. temperatureto maintain a gentle reflux
4. dissolutionto dissolve the precipitated salt
5. washThe tetrahydrofuran layer is washed with salt water (270 g NaCl/1 liter water) in order
6. customto remove the excess alcohol
7. customThe resulting product in tetrahydrofuran is collected
8. customthe tetrahydrofuran is removed with a water aspirator
9. distillationThe product is distilled at reduced pressure

ORDレコード

ord-48d90fcefc4e4a00b5a2a889ca0e27ed

出典データセット

uspto-grants-1981_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04259467