Dimethyl Sulfate → HCID 21506801、化合物

HRID 1287854ノート

反応式

HRID 1287854 の反応式
[NH:1]1[C:6](=[O:7])[CH2:5][CH2:4][C:3]2([C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=[O:17])[CH2:9][CH2:8]2)[C:2]1=[O:18].C[O-].[Na+].S(OC)(O[CH3:26])(=O)=O>CN(C)C=O>[CH3:26][N:1]1[C:6](=[O:7])[CH2:5][CH2:4][C:3]2([C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=[O:17])[CH2:9][CH2:8]2)[C:2]1=[O:18]

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 17928AlonimidHCID 10942334Sodium Methoxide

生成物 1

HCID 21506801HCID 21506801、化合物収率 17.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To 24.3 grams (0.1 M) of 2,3-dihydrospiro-[naphthalene-1(4H),3'-piperidine]-2',4,6'-trione in 100 milliliters of dry dimethylformamide was added with stirring 5.4 grams (0.1 M) of sodium methoxide. This was followed by 17.0 milliliters of dimethyl sulfate. The reaction mixture became clear and was slightly exothermic. After stirring for 15 minutes, 50 milliliters of solvent was removed at reduced pressure on a steam bath. The resulting solution was cooled and added to 1 liter of ice water. The resulting precipitate was collected and washed with 5 per cent sodium hydroxide solution and finally with water. Recrystallization from butanone-petroleum ether (70°-90°) and then from aqueous ethanol gave 18.4 grams (17.5%) of 1'-methyl-2,3-dihydrospiro-[naphthalene-1(4H),3'-piperidine]-2',4,6'-trione, melting point 136°-137.5° C.

後処理

  1. custom50 milliliters of solvent was removed at reduced pressure on a steam bath
  2. temperatureThe resulting solution was cooled
  3. additionadded to 1 liter of ice water
  4. customThe resulting precipitate was collected
  5. washwashed with 5 per cent sodium hydroxide solution and finally with water
  6. customRecrystallization from butanone-petroleum ether (70°-90°)

出典と根拠

ORDレコード
ord-a03b1d51e81f42f3900cb9c9cec7fd94
出典データセット
uspto-grants-1976_10
特許番号
US03985888

反応ノート

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