N-bromobutanimide → 5-Bromo-7-bromomethylbenzofuran

HRID 1584771노트

반응식

HRID 1584771 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH3:11])[C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=1.[Br:12]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(Cl)(Cl)Cl.[W].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([CH2:11][Br:12])[C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=1

참가 물질

7

반응물 2

HCID 67184N-bromobutanimideHCID 111066535-Bromo-7-methylbenzofuran

생성물 1

HCID 196085405-Bromo-7-bromomethylbenzofuran수율 113.1%

시약·촉매·용매 4

HCID 7187Benzoyl Peroxide촉매2회HCID 23964Tungsten촉매HCID 5943Carbon Tetrachloride용매HCID 6212Chloroform용매

실험 절차

A mixture of 5-bromo-7-methyl-benzofuran (1.01 g), N-bromosuccinimide (1.04 g) and benzoyl peroxide (58 mg) in carbon tetrachloride (10 ml) was heated at reflux for 4 h under a 250 W tungsten lamp. A further portion of benzoyl peroxide (58 mg) was added and heating and irradiation continued for a total of 9 h. The reaction mixture was allowed to cool, diluted with chloroform (30 ml) and washed with 2N sodium hydroxide (40 ml) and then brine (40 ml). The organic phase was dried, filtered and the filtrate evaporated in vacuo to give the title compound as a brown oil (1.57 g).

후처리

  1. temperaturewas heated
  2. temperatureheating
  3. customirradiation
  4. customcontinued for a total of 9 h
  5. temperatureto cool
  6. washwashed with 2N sodium hydroxide (40 ml)
  7. customThe organic phase was dried
  8. filtrationfiltered
  9. customthe filtrate evaporated in vacuo

출처 및 근거

ORD 기록
ord-cfb06f118b2846c5987f3d1a1c9fc2da
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05935972

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