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

HRID 216697노트

반응식

HRID 216697 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

반응 조건

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 I 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-e59cd03c274b43b0a9bd4419bdec360a
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193236B2

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