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

HRID 44190

反応式

HRID 44190 の反応式
[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

参加物

4

反応物 2

HCID 94429TriphosgeneHCID 110308742-Amino-5-bromobenzenemethanol

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-832a93207d004a2982842647434dcf26
出典データセット
uspto-grants-2013_09
特許番号
US08541404B2

関連ノート

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