Hydrochloric Acid → 2-methyl-7-nitro-4-(4-oxocyclohex-1-en-1-yl)-2,3-dihydro-1H-isoindol-1-one

HRID 511426노트

반응식

HRID 511426 반응식
O1[C:5]2([CH2:10][CH2:9][C:8]([C:11]3[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[C:16]4[C:12]=3[CH2:13][N:14]([CH3:24])[C:15]4=[O:23])=[CH:7][CH2:6]2)[O:4]CC1.Cl>C1COCC1.CCOC(C)=O>[CH3:24][N:14]1[CH2:13][C:12]2[C:16](=[C:17]([N+:20]([O-:22])=[O:21])[CH:18]=[CH:19][C:11]=2[C:8]2[CH2:9][CH2:10][C:5](=[O:4])[CH2:6][CH:7]=2)[C:15]1=[O:23]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 672551534-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-2-methyl-7-nitro-2,3-dihydro-1H-isoindol-1-one2회

생성물 1

HCID 672543172-methyl-7-nitro-4-(4-oxocyclohex-1-en-1-yl)-2,3-dihydro-1H-isoindol-1-one

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

4-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-2-methyl-7-nitro-2,3-dihydro-1H-isoindol-1-one (Compound 193E, 515 mg, 1.56 mmol) was dissolved in THF (10 mL) and aq. 3N HCl (3 mL). The resulting mixture was stirred at rt for 4 h. The mixture was diluted with EtOAc (40 mL), washed with brine (2×10 mL), and dried over anhydrous sodium sulfate. Evaporation afforded a yellow oil, which was used to next step without further purification. MS (ES+): m/z=287.10 [MH+]. HPLC: tR=3.13 min (ZQ3, polar—5 min).

후처리

  1. washwashed with brine (2×10 mL)
  2. dry with materialdried over anhydrous sodium sulfate
  3. customEvaporation
  4. customafforded a yellow oil, which
  5. customwas used to next step without further purification
  6. custom5 min

출처 및 근거

ORD 기록
ord-773c08a53c64401fb415a22ff3ff74db
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096624B2

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