三光气 → 5-Bromo-1H-benzo[d][1,3]oxazin-2(4H)-one

HRID 459798笔记

反应方程式

HRID 459798 反应方程式
[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

参与物

4

反应物 2

HCID 94429三光气HCID 18444467(2-氨基-6-溴-苯基)甲醇

产物 1

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

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

实验过程

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)−.

后处理

  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

来源与证据

ORD记录
ord-2c06167387b64c15aaf3ee646d30489a
来源数据集
uspto-grants-2007_03
专利号
US07196087B2

反应笔记

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