Lithium hydroxide, monohydrate → 1-Benzyl-2,4-dioxoimidazolidine-3-acetic acid

HRID 23563노트

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HRID 23563 반응식
[O:1]=[C:2]1[N:6]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:5][C:4](=[O:14])[N:3]1[CH2:15][C:16]([O:18]CC1C=CC=CC=1)=[O:17].O.[OH-].[Li+].C(=O)([O-])O.[Na+]>C1COCC1.O>[O:1]=[C:2]1[N:6]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:5][C:4](=[O:14])[N:3]1[CH2:15][C:16]([OH:18])=[O:17]

참가 물질

5

반응물 3

HCID 168937Lithium hydroxide, monohydrateHCID 516892Sodium BicarbonateHCID 22574604Phenylmethyl 2-(2,5-dioxo-3-benzylimidazolidinyl)acetate

생성물 1

HCID 225745971-Benzyl-2,4-dioxoimidazolidine-3-acetic acid수율 51.6%

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

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온도
50 °C

실험 절차

To a solution of phenylmethyl 2-(2,5-dioxo-3-benzylimidazolidinyl)acetate (3.42 g, 10.0 mmol) in THF—H2O (3:1, 40 ml) was added lithium hydroxide monohydrate (0.85 g, 20.0 mmol). After stirring the mixture at 50° C. for 6 hours, the reaction mixture was alkalized with saturated aqueous sodium hydrogen carbonate solution and washed with ethyl acetate. The aqueous phase was acidified with diluted hydrochloric acid and extracted with ethyl acetate. The organic phase was washed with brine, dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. The residue was recrystallized with ethyl acetate and filtered off to give 2-(2,5-dioxo-3-benzylimidazolidinyl)acetic acid (1.28 g).

후처리

  1. washwashed with ethyl acetate
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customThe residue was recrystallized with ethyl acetate
  8. filtrationfiltered off

출처 및 근거

ORD 기록
ord-cd0f6c352f9a48ba9315b66f4cfa6255
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852744B2

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