Triphosgene → 6-Bromo-1,4-dihydro-2H-3,1-benzoxazin-2-one

HRID 44190

반응식

HRID 44190 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[CH2:9][OH:10].Cl[C:12](Cl)([O:14]C(=O)OC(Cl)(Cl)Cl)Cl>C1COCC1>[Br:8][C:5]1[CH:6]=[CH:7][C:2]2[NH:1][C:12](=[O:14])[O:10][CH2:9][C:3]=2[CH:4]=1

참가 물질

4

반응물 2

HCID 94429TriphosgeneHCID 110308742-Amino-5-bromobenzenemethanol

생성물 1

HCID 259189636-Bromo-1,4-dihydro-2H-3,1-benzoxazin-2-one수율 96%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (2-amino-5-bromophenyl)methanol (772 mg, 3.8 mmol) in 15 ml THF was added triphosgene (1.03 g, 3.8 mmol) under nitrogen. After precipitation of a colorless solid, stirring was continued for 20 min before water was added. The solution was extracted several times with ethyl acetate. The combined organic layers were washed with brine, dried over MgSO4 and evaporated, affording 6-bromo-1H-benzo[d][1,3]oxazin-2(4H)-one (830 mg, 3.64 mmol, 96%) as colorless solid.

후처리

  1. customAfter precipitation of a colorless solid
  2. additionwas added
  3. extractionThe solution was extracted several times with ethyl acetate
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over MgSO4
  6. customevaporated

출처 및 근거

ORD 기록
ord-832a93207d004a2982842647434dcf26
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541404B2

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