N-bromobutanimide → 2-Methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-one

HRID 324469노트

반응식

HRID 324469 반응식
[CH3:1][C:2]1[O:3][C:4]2[CH2:11][CH2:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[C:7](=[O:16])[C:5]=2[N:6]=1.BrN1C(=O)CCC1=O.C(N(CC)C(C)C)(C)C>C1C=CC=CC=1>[CH3:1][C:2]1[O:3][C:4]2[CH:11]=[CH:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[C:7](=[O:16])[C:5]=2[N:6]=1

참가 물질

5

반응물 3

HCID 67184N-bromobutanimideHCID 81531DiisopropylethylamineHCID 122003742-Methyl-9,10-dihydro-benzo[5,6]cyclohepta[1,2-d]oxazol-4-one

생성물 1

HCID 220035762-Methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-one

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A stirred mixture of 9,10-dihydro-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-one (9.52 g) (J. Med. Chem., 1974, 17, 1316) and N-bromosuccinimide (7.95 g) in benzene (200 ml) was irradiated with a 500 Watt halogen lamp for 2 h. The mixture was then treated with N,N-diisopropylethylamine (15.5 ml) and set at reflux for 1 hour. The mixture was then partitioned between ethyl acetate and water. The organic phase was collected, dried (MgSO4) and solvent evaporated under reduced pressure. Purification was by recrystallisation from ethyl acetate to give a buff solid.

후처리

  1. temperatureat reflux for 1 hour
  2. customThe mixture was then partitioned between ethyl acetate and water
  3. customThe organic phase was collected
  4. dry with materialdried (MgSO4) and solvent
  5. customevaporated under reduced pressure
  6. customPurification
  7. customwas by recrystallisation from ethyl acetate
  8. customto give a buff solid

출처 및 근거

ORD 기록
ord-e82e4fce3fb74cb1859b1e6181528104
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06218376B1

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