Mesitylacetic acid → HCID 59202092, 화합물

HRID 1665223

반응식

HRID 1665223 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 59202092HCID 59202092, 화합물수율 24%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
50 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-85a59076c5af4bc390c012d307e8c859
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08039500B2

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