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

HRID 459798ノート

反応式

HRID 459798 の反応式
[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

参加物

4

反応物 2

HCID 94429TriphosgeneHCID 184444672-Amino-6-bromobenzenemethanol

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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)−. (M+H)−.

後処理

  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

出典と根拠

ORDレコード
ord-2c06167387b64c15aaf3ee646d30489a
出典データセット
uspto-grants-2007_03
特許番号
US07196087B2

反応ノート

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