Hydrochloric Acid → 3-(3-Methylindan-1-ylidene)-1,3-dihydroindol-2-one

HRID 478705

반응식

HRID 478705 반응식
[CH3:1][CH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=O)[CH2:3]1.[NH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][C:13]1=[O:21].N1CCCCC1.Cl>CN(C)C=O>[CH3:1][CH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[C:14]2[C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[NH:12][C:13]2=[O:21])[CH2:3]1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8082PiperidineHCID 2595603-Methyl-indan-1-oneHCID 321710Oxindole

생성물 1

HCID 570344053-(3-Methylindan-1-ylidene)-1,3-dihydroindol-2-one수율 13.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
130 °C

실험 절차

A mixture of 0.5 g of 3-methyl-1-indanone, 1.37 g oxindole and 5 ml piperidine in 3 ml of dimethylforamide was heated in a sealed tube at 130° C. overnight to yield a reddish-brown suspension. The mixture was added to 1N hydrochloric acid solution and extracted with ethyl acetate. The organic layer was washed with brine, dried with magnesium sulfate and concentrated. Chromatography afforded 120 mg of 3-(3-methylindan-1-ylidene)-1,3-dihydroindol-2-one as an orange solid.

후처리

  1. customto yield a reddish-brown suspension
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried with magnesium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-93565151183748cd92aef058f334cf1e
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642251B1

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