Hydrochloric Acid → 1,5-Bis-(4-nitro-phenyl)-pentan-3-one

HRID 356477노트

반응식

HRID 356477 반응식
C(OC(=O)[CH:5]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=1)[C:6](=[O:18])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1)C.Cl.C1COCC1>O>[N+:15]([C:12]1[CH:13]=[CH:14][C:9]([CH2:8][CH2:7][C:6](=[O:18])[CH2:5][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=2)=[CH:10][CH:11]=1)([O-:17])=[O:16]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 543227172-(4-Nitro-benzyl)-5-(4-nitro-phenyl)-3-oxo-pentanoic acid ethyl ester

생성물 1

HCID 187986641,5-Bis-(4-nitro-phenyl)-pentan-3-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 2-(4-nitro-benzyl)-5-(4-nitro-phenyl)-3-oxo-pentanoic acid ethyl ester obtained in Example GG (18.2 g, 45.4 mmol), 6N HCl (250 mL), and THF (50 mL) was refluxed for 18 hours and cooled to room temperature. H2O was added, and the solution was extracted with EtOAc. The extracts were combined, washed with brine, dried (MgSO4), and concentrated. The residue was triturated with Et2O and filtered to give the title compound. 1H NMR (CDCl3) δ 2.73 (t, 4 H), 2.96 (t, 4 H), 7.29 (d, 4 H), 8.09 (m, 4 H).

후처리

  1. temperaturewas refluxed for 18 hours
  2. extractionthe solution was extracted with EtOAc
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customThe residue was triturated with Et2O
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-7ebb973b8a794115a3f0ad9589b80ee8
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05834506

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