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

HRID 356477ノート

反応式

HRID 356477 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-7ebb973b8a794115a3f0ad9589b80ee8
出典データセット
uspto-grants-1998_11
特許番号
US05834506

反応ノート

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