Triethyl phosphite → Diethyl (3-ethylisoxazol-5-yl)-methanephosphonate

Reaction equation

Cl[CH2:2][C:3]1[O:7][N:6]=[C:5]([CH2:8][CH3:9])[CH:4]=1.[P:10]([O:17]CC)([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13]>>[CH2:8]([C:5]1[CH:4]=[C:3]([CH2:2][P:10]([O:14][CH2:15][CH3:16])(=[O:17])[O:11][CH2:12][CH3:13])[O:7][N:6]=1)[CH3:9]

Participants

Reactant 2

HCID 31215Triethyl phosphite

HCID 123646005-(Chloromethyl)-3-ethyl-1,2-oxazole

Product 1

HCID 12520068Diethyl (3-ethylisoxazol-5-yl)-methanephosphonateYield 71.5%

Procedure

15 g of 5-chloromethyl-3-ethyl-isoxazole and 18 g of triethyl phosphite are slowly heated to 150° C. and kept at this temperature for 21/2 hours. After cooling, the residue is distilled under reduced pressure. 18.2 g of diethyl (3-ethylisoxazol-5-yl)-methanephosphonate, of boiling point 120°-121° C./0.2 mm Hg are obtained. Yield: 71.2%.

Workup

custom2 hours
temperatureAfter cooling
distillationthe residue is distilled under reduced pressure

Sources & evidence

ORD record: ord-dd201e48fb17420e90403ba6831e7a52
Source dataset: uspto-grants-1981_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04305951

Reaction notes

Loading…