Triphosgene → 5-Bromo-1H-benzo[d][1,3]oxazin-2(4H)-one

HRID 901872노트

반응식

HRID 901872 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[C:3]=1[CH2:9][OH:10].Cl[C:12](Cl)([O:14]C(=O)OC(Cl)(Cl)Cl)Cl>C1COCC1>[Br:8][C:4]1[C:3]2[CH2:9][O:10][C:12](=[O:14])[NH:1][C:2]=2[CH:7]=[CH:6][CH:5]=1

참가 물질

4

반응물 2

HCID 94429TriphosgeneHCID 184444672-Amino-6-bromobenzenemethanol

생성물 1

HCID 184445205-Bromo-1H-benzo[d][1,3]oxazin-2(4H)-one수율 268.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of (2-Amino-6-bromo-phenyl)-methanol (549 mg, 2.72 mmol) and triphosgen (282 mg, 0.95 mmol) in THF (20 ml) was heated at 50° C. for an hours. After cooling to room temperature, the reaction mixture was partitioned between water and ethyl acetate. The organic layer was washed by water and brine. After drying over MgSO4, the solution was concentrated under vacuum to give 5-bromo-1,4-dihydro-benzo[d][1,3]oxazin-2-one (582 mg, 94%) as a white solid. MS: 226.1 (M−H)−.

후처리

  1. customthe reaction mixture was partitioned between water and ethyl acetate
  2. washThe organic layer was washed by water and brine
  3. dry with materialAfter drying over MgSO4
  4. concentrationthe solution was concentrated under vacuum

출처 및 근거

ORD 기록
ord-ab91484b3bca4409b8c3e72442086230
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07365063B2

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