Water → Methyl 3-bromo-5-nitrobenzoate

HRID 2208749

反応式

HRID 2208749 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 239341Methyl 3-bromo-5-nitrobenzoate収率 104.6%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-bf978c14db984630b8147a13eb9148b8
出典データセット
uspto-grants-2016_06
特許番号
US09376422B2

関連ノート

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