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

HRID 127666ノート

反応式

HRID 127666 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 61181Mercurous acetate触媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b0a0f2fb325f429a97025ceed03bd03a
出典データセット
uspto-grants-1981_03
特許番号
US04256867

反応ノート

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