Ammonia → HCID 15082734, 화합물

HRID 439842노트

반응식

HRID 439842 반응식
[CH3:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=O.[NH3:12].O>C(O)COCCO>[CH3:1][C@:2]12[CH2:10][C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C@H:3]1[NH:12][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=12

참가 물질

5

반응물 3

HCID 222Ammonia2회HCID 962WaterHCID 2492622-Methylindanone

생성물 1

HCID 15082734HCID 15082734, 화합물

시약·촉매·용매 1

HCID 8117Diethylene Glycol용매

실험 절차

The phenylhydrazone of 2-methyl-1-indanone (1.44 g, 6.1 mmol) was heated in diethylene glycol (20 cm3) to near its reflux temperature, until ammonia started to evolve from the air condenser. Heating was continued overnight, or until the ammonia ceased to evolve. The solution was cooled, poured into an equal volume of water, and extracted into diethylether. The ethereal solution was back-extracted with 2M hydrochloric acid, which was made basic with sodium hydroxide, and re-extracted with diethylether. The extracts were evaporated and the residue was purified by column chromatography using silica eluating with 5% EtOAc petrol to yield the title compound as a colourless solid (Rf 30% EtOAc/petrol 0.8). Yield: (28%). M.p. 72° C. 1H NMR (CDCl3) δ: 1.46 (3H, s,), 3.10 (1H, d), 3.30 (1H, dd,), 4.05 (1H, s,), 4.69 (1H, s,), 6.52 (1H, dd,), 6.71 (1H, ddd,), 6.95 (1H, ddd,), 7.0-7.2 (5H, m,).

후처리

  1. temperaturereflux temperature
  2. temperatureHeating
  3. temperatureThe solution was cooled
  4. extractionextracted into diethylether
  5. extractionThe ethereal solution was back-extracted with 2M hydrochloric acid, which
  6. extractionre-extracted with diethylether
  7. customThe extracts were evaporated
  8. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-4b78fde6c3da43ba9a89cd91b4b207da
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05516788

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