Methyl iodide → Methyl 4-bromo-2-(2-methylpropoxy)benzoate

HRID 2220408ノート

反応式

HRID 2220408 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([O:11][CH2:12][CH:13]([CH3:15])[CH3:14])[CH:3]=1.[C:16](=O)([O-])[O-].[K+].[K+].IC>CN(C)C=O>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH3:16])=[O:7])=[C:4]([O:11][CH2:12][CH:13]([CH3:15])[CH3:14])[CH:3]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 248246454-Bromo-2-(2-methylpropoxy)benzoic acid

生成物 1

HCID 24824347Methyl 4-bromo-2-(2-methylpropoxy)benzoate収率 81.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 4-bromo-2-isobutoxybenzoic acid (14.0 g) in N,N-dimethylformamide (70 ml) were added dipotassium carbonate (14.2 g) and iodomethane (4.79 ml). The mixture was stirred at room temperature for 1 hour. The reaction mixture was filtered and the filtrate was extracted with ethyl acetate-hexane (1/1, 600 ml) and washed with water (500 ml). The water layer was extracted with ethyl acetate-hexane (1/1, 200 ml) and the extract was washed with water (200 ml). The combined organic layer was washed with brine and dried over magnesium sulfate. Filtration followed by evaporation under reduced pressure gave methyl 4-bromo-2-isobutoxybenzoate (12.0 g) as a pale yellow oil.

後処理

  1. filtrationThe reaction mixture was filtered
  2. extractionthe filtrate was extracted with ethyl acetate-hexane (1/1, 600 ml)
  3. washwashed with water (500 ml)
  4. extractionThe water layer was extracted with ethyl acetate-hexane (1/1, 200 ml)
  5. washthe extract was washed with water (200 ml)
  6. washThe combined organic layer was washed with brine
  7. dry with materialdried over magnesium sulfate
  8. filtrationFiltration
  9. customfollowed by evaporation under reduced pressure

出典と根拠

ORDレコード
ord-f72d54970fd6479199b19c206fa32afb
出典データセット
uspto-grants-2008_08
特許番号
US07417060B2

反応ノート

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