Water → Methyl 3-bromo-5-nitrobenzoate

HRID 2208749

반응식

HRID 2208749 반응식
[Br:1][C:2]1[C:3](C)=[C:4]([N+:12]([O-:14])=[O:13])[C:5](C)=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[C:16](=O)([O-])[O-].[Na+].[Na+].CI.O>CN(C=O)C.C(OCC)(=O)C>[Br:1][C:2]1[CH:10]=[C:6]([CH:5]=[C:4]([N+:12]([O-:14])=[O:13])[CH:3]=1)[C:7]([O:9][CH3:16])=[O:8]

참가 물질

7

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 10340Sodium CarbonateHCID 86623945Methyl 5-bromo-2-methyl-3-nitrobenzoic acid

생성물 1

HCID 239341Methyl 3-bromo-5-nitrobenzoate수율 104.6%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °C

실험 절차

To stirred solution of 5-bromo-2,4-dimethyl-3-nitrobenzoic acid (13 g, 47.44 mmol) in DMF (120 mL), sodium carbonate (15 g, 142.2 mmol) and methyl iodide (4.4 ml, 71.16 mmol) were added. Resulting reaction mass was heated at 60° C. for 8 h. On completion, water was added to the reaction mass and extraction was carried out using ethyl acetate. Combined organic layers were washed with sat. bicarbonate solution and 5 N HCl, dried over sodium sulphate, concentrated under reduced pressure giving desired compound (12.9 g, 86%).

후처리

  1. additionwere added
  2. customResulting
  3. customreaction mass
  4. washCombined organic layers were washed with sat. bicarbonate solution and 5 N HCl
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-bf978c14db984630b8147a13eb9148b8
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09376422B2

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