Sulfuric Acid → 5,5-Dimethyl-3-(2-(vinyloxy)ethyl)imidazolidine-2,4-dione

HRID 127666노트

반응식

HRID 127666 반응식
OS(O)(=O)=O.[C:6]([O:9][CH:10]=[CH2:11])(=O)[CH3:7].OCC[N:15]1[C:19](=[O:20])[C:18]([CH3:22])([CH3:21])[NH:17][C:16]1=[O:23]>C([O-])(=O)C.[Hg+]>[CH:10]([O:9][CH2:6][CH2:7][N:15]1[C:19](=[O:20])[C:18]([CH3:22])([CH3:21])[NH:17][C:16]1=[O:23])=[CH2:11]

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 7904Vinyl AcetateHCID 996053-(2-Hydroxyethyl)-5,5-dimethylhydantoin

생성물 1

HCID 30179645,5-Dimethyl-3-(2-(vinyloxy)ethyl)imidazolidine-2,4-dione수율 57.5%

시약·촉매·용매 1

HCID 61181Mercurous acetate촉매

실험 절차

The same compound may also be obtained as follows: 0.3 g of H2SO4 is added dropwise, with vigorous stirring, to 400 ml of freshly distilled vinyl acetate, 0.002 g of Cu resinate and 0.96 g of mercury acetate, at -25° C., in a 1 litre round-bottomed flask. 41.4 g of 3-hydroxyethyl-5,5-dimethyl-hydantoin are then added, with brief stirring, under conditions such that the temperature in the flask does not rise above -20°. The resulting dispersion is kept at a temperature between -20° C. and -30° C., with slow stirring, and after 16 hours the undissolved alcohol (5.2 g) is filtered off, the solution is poured into ice water which contains sufficient sodium carbonate that the pH value resulting after addition of the solution is 8 or above, and finally the organic phase is separated from the aqueous phase, washed twice with water, dried over sodium sulphate and concentrated on a rotary evaporator. 27.4 g (= 57.5% of theory) of 3-vinyloxyethyl-5,5-dimethyl-hydantoin are obtained.

후처리

  1. customThe same compound may also be obtained
  2. customdoes not rise above -20°
  3. customis kept at a temperature between -20° C. and -30° C., with slow stirring
  4. filtrationafter 16 hours the undissolved alcohol (5.2 g) is filtered off
  5. additionthe solution is poured into ice water which
  6. customresulting
  7. additionafter addition of the solution
  8. customabove, and finally the organic phase is separated from the aqueous phase
  9. washwashed twice with water
  10. dry with materialdried over sodium sulphate
  11. concentrationconcentrated on a rotary evaporator

출처 및 근거

ORD 기록
ord-b0a0f2fb325f429a97025ceed03bd03a
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04256867

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