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Potassium Carbonate → Methyl 5-bromo-3-methylbenzofuran-2-carboxylate

HRID 2091390
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HRID 2091390 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([C:8](=O)[CH3:9])[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][C:20]([O:22][CH3:23])=[O:21]>CN(C)C=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][C:19]([C:20]([O:22][CH3:23])=[O:21])=[C:8]([CH3:9])[C:6]=2[CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 959915'-Bromo-2'-hydroxyacetophenone

생성물 1

HCID 42967109Methyl 5-bromo-3-methylbenzofuran-2-carboxylate수율 52%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution (200 mL) of 1-(5-bromo-2-hydroxyphenyl)ethanone (25.0 g) in N,N-dimethylformamide were added potassium carbonate (24.0 g) and methyl bromoacetate (11.5 mL) at room temperature, and the mixture was stirred at room temperature for 15 hr. The reaction mixture was filtered, 1,8-diazabicyclo[5.4.0]undec-7-ene (23.2 mL) was added to the filtrate, and the mixture was stirred at 100° C. for 3 hr. The reaction mixture was allowed to cool to room temperature, and ice water was added. The precipitate was washed with ethanol-water to give the title object compound (16.8 g, 52%) as a pale-red solid.

후처리

  1. filtrationThe reaction mixture was filtered
  2. addition1,8-diazabicyclo[5.4.0]undec-7-ene (23.2 mL) was added to the filtrate
  3. stirringthe mixture was stirred at 100° C. for 3 hr
  4. temperatureto cool to room temperature
  5. additionice water was added
  6. washThe precipitate was washed with ethanol-water

출처 및 근거

ORD 기록
ord-77ebe215a9c14134a128ad2acfd525cf
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08436043B2

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