Hydrochloric Acid → 3(2H)-Benzofuranone, 5-bromo-2-methyl-

HRID 402916노트

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HRID 402916 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH3:10])=[C:7]([O:11]C(=O)C)[C:6]=2[CH:15]=1.Cl>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]([CH3:10])[C:7](=[O:11])[C:6]=2[CH:15]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 59192036Acetic acid 5-bromo-2-methyl-benzofuran-3-yl ester

생성물 1

HCID 144706973(2H)-Benzofuranone, 5-bromo-2-methyl-수율 92%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
75 °C

실험 절차

A suspension of acetic acid 5-bromo-2-methyl-benzofuran-3-yl ester (18.9 g, 70.4 mmol) in methanol (232 mL) and a 1 M aqueous HCl solution (44 mL) is heated under reflux (75° C.) for 7 h. After cooling to room temperature the reaction mixture is concentrated by rotary evaporation. The residue is diluted with water and extracted three times with diethyl ether. The combined organic layers are washed with water, brine, dried over Na2SO4, filtered and concentrated at reduced pressure to afford the title compound as a yellow oil (14.7 g, 64.7 mmol, 92%). MS (ES+): 227 (M(C9H779BrO2)+H)+.

후처리

  1. temperatureAfter cooling to room temperature the reaction mixture
  2. concentrationis concentrated by rotary evaporation
  3. additionThe residue is diluted with water
  4. extractionextracted three times with diethyl ether
  5. washThe combined organic layers are washed with water, brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated at reduced pressure

출처 및 근거

ORD 기록
ord-911f488407c748ac875a4d1a036bfab9
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08742132B2

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