Chloroacetyl chloride → Methyl 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylate

HRID 2064751ノート

反応式

HRID 2064751 の反応式
Cl[CH2:2][C:3](Cl)=[O:4].[CH3:6][O:7][C:8](=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH2:15])[C:10]=1[OH:16].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:6][O:7][C:8]([C:9]1[C:10]2[O:16][CH2:2][C:3](=[O:4])[NH:15][C:11]=2[CH:12]=[CH:13][CH:14]=1)=[O:17]

参加物

5

反応物 3

HCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 12782444Methyl 3-amino-2-hydroxybenzoate

生成物 1

HCID 23770643Methyl 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

At RT chloro-acetyl chloride (29.0 mmol) is added dropwise to a solution of 3-amino-2-hydroxy-benzoic acid methyl ester (26.4 mmol) in DMF (100 mL). After 20 min K2CO3 (126 mmol) is added portionwise, the mixture is stirred for 16 h at RT and the solvents are removed in vacuo. Water and DCM are added, the layers are separated and the organic layer is washed with brine and dried over Na2SO4. The solvents are removed in vacuo to give a crude product which is used without further purification. LC-MS: tR=0.68 min; [M+H]+=208.0.

後処理

  1. customthe solvents are removed in vacuo
  2. additionWater and DCM are added
  3. customthe layers are separated
  4. washthe organic layer is washed with brine
  5. dry with materialdried over Na2SO4
  6. customThe solvents are removed in vacuo

出典と根拠

ORDレコード
ord-99f8ba50c64241ec9d3a71c376f6314d
出典データセット
uspto-grants-2012_10
特許番号
US08288435B2

反応ノート

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