t-Butyl bromide → Tert-butyl 2-nitro-4-phenoxybenzoate

HRID 1673349

反応式

HRID 1673349 の反応式
C(=O)([O-])[O-].[K+].[K+].Br[C:8]([CH3:11])([CH3:10])[CH3:9].CN(C)C(=O)C.[N+:18]([C:21]1[CH:29]=[C:28]([O:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:27]=[CH:26][C:22]=1[C:23]([OH:25])=[O:24])([O-:20])=[O:19]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C(OCC)(=O)C.O>[N+:18]([C:21]1[CH:29]=[C:28]([O:30][C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:27]=[CH:26][C:22]=1[C:23]([O:25][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:24])([O-:20])=[O:19]

参加物

8

反応物 4

HCID 10485t-Butyl bromideHCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 179893262-Nitro-4-phenoxybenzoic acid

生成物 1

HCID 67342192Tert-butyl 2-nitro-4-phenoxybenzoate

試薬・触媒・溶媒 3

HCID 66133Benzyl triethylammonium chloride触媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
55 °C

実験手順

9.9 g of potassium carbonate, 0.82 g of benzyltriethyl-ammonium chloride and 21 mL of 2-bromo-2-methylpropane were added to 14 mL of N,N-dimethylacetamide solution containing 0.93 g of 2-nitro-4-phenoxybenzoic acid at room temperature and stirred at 55° C. for 18 hours. After the reaction mixture was cooled to room temperature, water and ethyl acetate were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium hydrogen carbonate aqueous solution, 10% citric acid aqueous solution and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure to obtain 0.86 g of tert-butyl 2-nitro-4-phenoxybenzoate as white solid.

後処理

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. customThe organic layer was separated
  3. dry with materialdried over anhydrous magnesium sulfate
  4. washafter washed with a saturated sodium hydrogen carbonate aqueous solution, 10% citric acid aqueous solution
  5. customa saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-9b0ee9658cf344ea805af8881975cceb
出典データセット
uspto-grants-2011_08
特許番号
US07999132B2

関連ノート

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