Mesitylacetic acid → HCID 59202092、化合物

HRID 1665223

反応式

HRID 1665223 の反応式
[C:1]1([CH3:13])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[CH2:9][C:10](O)=O.[CH3:14][NH:15][C:16]1[C:21]([NH2:22])=[CH:20][CH:19]=[CH:18][C:17]=1[NH2:23]>O1CCCC1>[C:1]1([CH3:13])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[CH2:9][C:10]1[N:15]([CH3:14])[C:16]2[C:21]([NH2:22])=[CH:20][CH:19]=[CH:18][C:17]=2[N:23]=1

参加物

4

反応物 2

HCID 78123Mesitylacetic acidHCID 12296380N2-Methylbenzene-1,2,3-triamine

生成物 1

HCID 59202092HCID 59202092、化合物収率 24%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
50 °C

実験手順

To a solution of mesityleneacetic acid (904 mg, 5.08 mmol) in tetrahydrofuran (20 mL) was added N,N′-carbonyldiimidazole (823 mg, 5.08 mmol) at room temperature. After the mixture was stirred for 1 hr at 50° C., N2-methylbenzene-1,2,3-triamine (700 mg, 5.08 mmol) in tetrahydrofuran (8 mL) was added to the mixture and the mixture was refluxed for further 18 hr. After the mixture was cooled, the solvent was evaporated in vacuo, and the residue was purified by silica gel column chromatography eluting with a 60-80% ethyl acetate/n-hexane gradient mixture to give the title compound (340 mg, 1.22 mmol, 24%) as a colorless solid. The resulting solid was recrystallized from n-hexane/tetrahydrofuran to give the title compound (254 mg, 0.85 mmol).

後処理

  1. temperaturethe mixture was refluxed for further 18 hr
  2. temperatureAfter the mixture was cooled
  3. customthe solvent was evaporated in vacuo
  4. customthe residue was purified by silica gel column chromatography
  5. washeluting with a 60-80% ethyl acetate/n-hexane gradient mixture

出典と根拠

ORDレコード
ord-85a59076c5af4bc390c012d307e8c859
出典データセット
uspto-grants-2011_10
特許番号
US08039500B2

関連ノート

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