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

HRID 23563ノート

反応式

HRID 23563 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 21881883Oxolane--water (1/1)溶媒

反応条件

温度
50 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-cd0f6c352f9a48ba9315b66f4cfa6255
出典データセット
uspto-grants-2005_02
特許番号
US06852744B2

反応ノート

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