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

HRID 1673349

반응식

HRID 1673349 반응식
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]

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 66133Benzyl triethylammonium chloride촉매HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
55 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9b0ee9658cf344ea805af8881975cceb
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07999132B2

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