Dichloromethane → 4,5-Dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one

HRID 1699746노트

반응식

HRID 1699746 반응식
[Br:1][C:2]1[C:10]([CH2:11][CH2:12][C:13]([OH:15])=O)=[CH:9][C:5]2[CH2:6][CH2:7][O:8][C:4]=2[C:3]=1[Br:16].ClCCl.S(Cl)(Cl)=O.[Cl-].[Al+3].[Cl-].[Cl-]>CN(C)C=O.CO>[Br:16][C:3]1[C:4]2[O:8][CH2:7][CH2:6][C:5]=2[C:9]2[C:13](=[O:15])[CH2:12][CH2:11][C:10]=2[C:2]=1[Br:1]

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 24386Thionyl ChlorideHCID 6451240Aluminum(III) ChlorideHCID 110245373-(6,7-dibromo-2,3-dihydrobenzofuran-5-yl)propanoic Acid

생성물 1

HCID 117272814,5-Dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one수율 89%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 887Methanol용매

실험 절차

A mixture of 3-(6,7-dibromo-2,3-dihydrobenzofuran-5-yl)propionic acid (10.0 g, 28.6 mmols), dichloromethane (35 mL), thionyl chloride (5.11 g, 40.8 mmols) and N,N-dimethylformamide (30 mg) was heated to reflux for 1 hour. After cooling, aluminum chloride (4.66 g, 43.3 mmols) was added to the reaction mixture a trot more than 0° C. and then the mixture was stirred for 30 min. The reaction mixture was poured into precooled methanol (200 mL), then stirred for 30 min. Crystals precipitated were collected by filtration, washed with water (500 mL) followed by methanol (500 mL) to obtain 7.9 g (yield: 89%) of the title compound.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 1 hour
  3. temperatureAfter cooling
  4. stirringstirred for 30 min
  5. customCrystals precipitated
  6. filtrationwere collected by filtration
  7. washwashed with water (500 mL)

출처 및 근거

ORD 기록
ord-48d5da54d39348e8b7e85b4cdf353cf7
출처 데이터셋
uspto-grants-2002_02
특허 번호
US06348485B1

반응 노트

불러오는 중…