تفاعل #1340571

ord-529e9e2e634f43d48d6a215ea83c2ee9

معادلة التفاعل

C=COCCCl
2-chloroethyl vinylether
[Na+].[OH-]
Sodium hydroxide
O=S(=O)([O-])C(F)(F)F.Oc1ccc([S+](c2ccccc2)c2ccc(O)cc2)cc1
bis(4-hydroxyphenyl)phenylsulfonium triflate
CS(C)=O
DMSO
CCOCC
diethyl ether
CCOCC
ether
C=COCCOc1ccc([S+](c2ccccc2)c2ccc(OCCOC=C)cc2)cc1.O=S(=O)([O-])C(F)(F)F
bis(4-vinyloxyethyloxyphenyl)phenylsulfonium triflate
المردود 61.5%

المذيبات

ظروف التفاعل

درجة الحرارة
60°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىA 3-neck-round bottom flask was fitted with a condenser, an addition funnel
  2. 2
    درجة الحرارةThe temperature was then increased to 80° C.
  3. 3
    درجة الحرارةto cool down to room temperature
  4. 4
    أخرىto form three layers
  5. 5
    غسيلto wash the ether solution 3 times
  6. 6
    أخرىAn oily layer was collected
  7. 7
    تركيزconcentrated to dryness

الإجراء التجريبي

A 3-neck-round bottom flask was fitted with a condenser, an addition funnel, nitrogen source, and a magnetic bar. Sodium hydroxide (8.64 g, 0.216 mol), bis(4-hydroxyphenyl)phenylsulfonium triflate (16 g, 0.036 mol) and DMSO (90 ml) were added to a round bottom flask under N2. The mixture was heated to 60° C. for 1 hour. 2-chloroethyl vinylether (23 g, 0.216 mol) was added dropwise to the mixture via the addition funnel. The temperature was then increased to 80° C. and the reaction was held at that temperature for 5 hours. The reaction mixture was then allowed to cool down to room temperature. Thereafter, the reaction mixture was poured into diethyl ether to form three layers: aqueous, ether, and an oil. DI water was used to wash the ether solution 3 times. An oily layer was collected and concentrated to dryness. 12.9 g (61.5%) of bis(4-vinyloxyethyloxyphenyl)phenylsulfonium triflate was obtained. The structure was confirmed using 1H and 19F NMR.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08455176B2uspto-grants-2013_06