Triethylamine → N-(3-Methacrylamidopropyl)-3-oxobutanamide

HRID 1390096

反応式

HRID 1390096 の反応式
C(N(CC)CC)C.Cl.[NH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:14](=[O:18])[C:15]([CH3:17])=[CH2:16].[CH2:19]=[C:20]1[O:24][C:22](=[O:23])[CH2:21]1>CO>[C:22]([NH:9][CH2:10][CH2:11][CH2:12][NH:13][C:14](=[O:18])[C:15]([CH3:17])=[CH2:16])(=[O:23])[CH2:21][C:20]([CH3:19])=[O:24]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 12661DiketeneHCID 103750052-Propenamide, N-(3-aminopropyl)-2-methyl-, hydrochloride (1:1)

生成物 1

HCID 23223314N-(3-Methacrylamidopropyl)-3-oxobutanamide収率 50%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

Triethylamine (24 g, 0.24 mole) was added dropwise at 0° C. to a solution of N-(3-aminopropyl)methacrylamide hydrochloride (40 g, 0.24 mole) and diketene (20 g, 0.24 mole) in methanol (800 ml). After addition, the temperature was maintained at 0° C. for 2 hours under stirring. Stirring was continued at 20° C. for 20 hours. The solvent was then removed. The residue was dissolved in chloroform (1 liter), washed with 5% hydrochloric acid (200 ml), washed with saturated NaHCO3 (200 ml), dried over anhydrous magnesium sulfate, and filtered. Excess solvent was removed. The residue was recrystallized from benzene (500 ml) and ethyl ether (500 ml) to give N-(3-acetoacetamidopropyl)methacrylamide (m.p.=93°-94° C.) at a yield of 50%.

後処理

  1. additionAfter addition
  2. stirringStirring
  3. customThe solvent was then removed
  4. dissolutionThe residue was dissolved in chloroform (1 liter)
  5. washwashed with 5% hydrochloric acid (200 ml)
  6. washwashed with saturated NaHCO3 (200 ml)
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. customExcess solvent was removed
  10. customThe residue was recrystallized from benzene (500 ml) and ethyl ether (500 ml)

出典と根拠

ORDレコード
ord-83b32d8f6c3a483fb19407c1973142d5
出典データセット
uspto-grants-1981_01
特許番号
US04247673

関連ノート

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