Methyl iodide → 1,3-Diazaspiro(4.5)decane-2,4-dione, 3-methyl-

HRID 904134ノート

反応式

HRID 904134 の反応式
[NH:1]1[C:5]2([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]2)[C:4](=[O:11])[NH:3][C:2]1=[O:12].[H-].[Na+].[CH3:15]I>CN(C)C=O>[CH3:15][N:3]1[C:4](=[O:11])[C:5]2([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]2)[NH:1][C:2]1=[O:12]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 127991,3-Diazaspiro[4.5]decane-2,4-dioneHCID 24758Sodium hydride

生成物 1

HCID 128161,3-Diazaspiro(4.5)decane-2,4-dione, 3-methyl-

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

1,3-diazaspiro[4,5]decane-2,4-dione (4.0 g 0.078 mole) J. Prakt. Chem. 141 5-43 (1934) was added to a suspension of sodium hydride (1.14 g 50% oil dispersion) in dimethylformamide and heated at 50° C. for 1 hour, cooled, methyl iodide added (1.63 ml. 1.1 eq) and the mixture heated at 50° C. The dimethylformamide was removed under reduced pressure and the residue partitioned between ethyl acetate and brine. The organic extract was washed with water, dried (MgSO4), evaporated to dryness and the crystalline residue crystallised from ethyl acetate-light petroleum (40°-60° C.) to give the title compound as white prisms m.p. 214°-215° C. Yield 2.6 g=39%.

後処理

  1. temperaturecooled
  2. temperaturethe mixture heated at 50° C
  3. customThe dimethylformamide was removed under reduced pressure
  4. customthe residue partitioned between ethyl acetate and brine
  5. extractionThe organic extract
  6. washwas washed with water
  7. dry with materialdried (MgSO4)
  8. customevaporated to dryness
  9. customthe crystalline residue crystallised from ethyl acetate-light petroleum (40°-60° C.)

出典と根拠

ORDレコード
ord-6a47b97dafb34aa7a6962a288169b00a
出典データセット
uspto-grants-1980_10
特許番号
US04230709

反応ノート

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