Ethylene glycol monoallyl ether → 2-(Allyloxy)ethyl bis(pentafluoroethyl)phosphinate

Temperature

0 °C

Potassium fluoride (0.277 g; 4.8 mmol) is suspended in tris(pentafluoro-ethyl)phosphine oxide, (C2F5)3P═O, (16.783 g; 41.5 mmol) in a 100 ml glass flask, cooled (0° C.), and 2-allyloxyethanol (4.188 g; 41.0 mmol) is added. The two-phase reaction suspension is stirred at 0° C. for 3 h and at room temperature for 20 h. After recondensation in vacuo (10−3 mbar) at 50° C. (decomposition is observed from 40° C.) and subsequent fractional distillation under reduced pressure (b.p.: 40 to 42° C. at 3.8·10−3 mbar), 2-(allyloxy)-ethyl bis(pentafluoroethyl)phosphinate, (C2F5)2P(O)OCH2CH2OCH2—CH═CH2, can be isolated as clear and colourless liquid (7.083 g; 18.3 mmol) in a yield of 45% and a purity of 96%. The product is stored at −20° C.

1. additionis added
2. customThe two-phase reaction suspension
3. customAfter recondensation in vacuo (10−3 mbar) at 50° C.
4. distillation(decomposition is observed from 40° C.) and subsequent fractional distillation under reduced pressure (b.p.: 40 to 42° C. at 3.8·10−3 mbar), 2-(allyloxy)-ethyl bis(pentafluoroethyl)phosphinate, (C2F5)2P(O)OCH2CH2OCH2—CH═CH2
5. customcan be isolated as clear and colourless liquid (7.083 g; 18.3 mmol) in a yield of 45%
6. customis stored at −20° C.

ORD record

ord-6104a8b2df844b938c994263409aeef7

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09056881B2