Triethylamine → Benzofuran-5-yl(phenyl)methanone

HRID 2075192

반응식

HRID 2075192 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[OH:11])=[CH:9][C:4]=2[CH:3]=[CH:2]1.C(N(CC)CC)C.C(Cl)Cl.CS(C)=O>CS(C)=O>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[O:11])=[CH:9][C:4]=2[CH:3]=[CH:2]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 21912085Dimethylsulfoxide-dichloromethaneHCID 58415371Benzofuran-5-yl(phenyl)methanol

생성물 1

HCID 58415352Benzofuran-5-yl(phenyl)methanone

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
0 °C

실험 절차

To a solution of benzofuran-5-yl(phenyl)methanol (4.0 g, 18 mmol) and triethylamine (7.3 mL, 54 mmol) in 30 mL 1:1 DCM/DMSO under nitrogen at 0° C. was added a solution of SO3*py (8.5 g, 54 mmol) in 20 mL DMSO dropwise via addition funnel. The reaction was allowed to stir 5 h at 0° C. and was quenched by addition of water and 250 mL Et2O. The organic layer was washed with water, 1N HCl, 1N NaOH, brine, and was dried over sodium sulfate, filtered, and concentrated. The resulting solid benzofuran-5-yl(phenyl)methanone was used without further purification. MS (ESI) m/z: Calculated: 222.1; Observed: 223.0 (M++1).

후처리

  1. additiondropwise via addition funnel
  2. customwas quenched by addition of water and 250 mL Et2O
  3. washThe organic layer was washed with water, 1N HCl, 1N NaOH, brine
  4. dry with materialwas dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe resulting solid benzofuran-5-yl(phenyl)methanone was used without further purification

출처 및 근거

ORD 기록
ord-770de3bda5be496e98d3f55f52d5696b
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07919519B2

연결된 노트

불러오는 중…