Ethyl Acetate → 2-(2-Bromoacetyl)-6-nitro-benzoic acid methyl ester

HRID 2251861노트

반응식

HRID 2251861 반응식
[CH3:1][O:2][C:3](=[O:16])[C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[CH:6][C:5]=1[C:13](=[O:15])[CH3:14].[Br:17]C1(Br)C(=O)NC(=O)NC1=O.CCOC(C)=O>C1COCC1>[CH3:1][O:2][C:3](=[O:16])[C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[CH:6][C:5]=1[C:13](=[O:15])[CH2:14][Br:17]

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 948775,5-Dibromobarbituric acidHCID 59644399Methyl 2-acetyl-6-nitrobenzoate

생성물 1

HCID 596443972-(2-Bromoacetyl)-6-nitro-benzoic acid methyl ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The mixture of 2-acetyl-6-nitro-benzoic acid methyl ester (8.20 g, 36.7 mmol, Step C) and 5,5-dibromobarbituric acid (7.35 g, 25.7 mmol) in 200 mL of THF was heated to reflux under N2 for 64 h. The solvents were removed, and the residue was partitioned between EtOAc and Na2CO3(aq). The organic portion was dried over MgSO4, filtered, condensed, and the titled compound was obtained as a white solid after flash column chromatography (5 to 20% of EtOAc in hexanes).

후처리

  1. temperaturewas heated
  2. temperatureto reflux under N2 for 64 h
  3. customThe solvents were removed
  4. customthe residue was partitioned between EtOAc and Na2CO3(aq)
  5. dry with materialThe organic portion was dried over MgSO4
  6. filtrationfiltered
  7. customcondensed

출처 및 근거

ORD 기록
ord-3016cb3c6a6a48d39e7b9ac70ffe8a63
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07320992B2

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