Water → 1-(Benzofuran-5-yl)ethanone

HRID 1870841노트

반응식

HRID 1870841 반응식
[O:1]1[C:5]2[CH:6]=CC(C#N)=[CH:9][C:4]=2[CH:3]=[CH:2]1.C[Mg]Br.[O:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1.S(=O)(=O)(O)O.O>O1CCCC1>[O:15]1[C:19]2[CH:2]=[CH:3][C:4]([C:5](=[O:1])[CH3:6])=[CH:9][C:18]=2[CH:17]=[CH:16]1

참가 물질

6

반응물 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 27951841-Benzofuran-5-carbonitrileHCID 178420675HCID 178420675, 화합물

생성물 1

HCID 186937521-(Benzofuran-5-yl)ethanone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 5-benzofurancarbonitrile (Japanese Patent Unexamined Publication No. 9-124,631) (1.30 g) in tetrahydrofuran (5 ml) was added 0.87 M methyl magnesium bromide-tetrahydrofuran solution (21 ml), and the resulting mixture was heated under reflux for 4 hours under a nitrogen atmosphere. The reaction mixture was acidified with conc. sulfuric acid and water was added thereto, after which the resulting mixture was subjected to extraction with diethyl ether. The extract solution was washed with water, dried and then distilled under reduced pressure to remove the solvent. The residue was purified by a silica gel column chromatography to obtain 1-benzofuran-5-yl-ethanone (1.21 g).

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 4 hours under a nitrogen atmosphere
  3. additionwas added
  4. extractionafter which the resulting mixture was subjected to extraction with diethyl ether
  5. washThe extract solution was washed with water
  6. customdried
  7. distillationdistilled under reduced pressure
  8. customto remove the solvent
  9. customThe residue was purified by a silica gel column chromatography

출처 및 근거

ORD 기록
ord-fb60d5576a794378a0cc24453be57489
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06100260

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