Hydrochloric Acid → 9-Nitro-2,3-dihydro-4,1-benzoxazepin-5(1H)-one

HRID 1698538ノート

反応式

HRID 1698538 の反応式
OC[CH2:3][NH:4][C:5]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][CH:12]=[CH:11][C:6]=1[C:7]([O:9][CH3:10])=[O:8].Cl>C1COCC1.O>[N+:15]([C:14]1[C:5]2[NH:4][CH2:3][CH2:10][O:9][C:7](=[O:8])[C:6]=2[CH:11]=[CH:12][CH:13]=1)([O-:17])=[O:16]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 11253443Methyl 2-[(2-hydroxyethyl)amino]-3-nitrobenzoate

生成物 1

HCID 672730729-Nitro-2,3-dihydro-4,1-benzoxazepin-5(1H)-one収率 60.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2.00 g (8.32 mmol) of methyl 2-[(2-hydroxyethyl)amino]-3-nitrobenzoate in 150 mL of THF was added dropwise 6N HCl (100 mL) at 0° C. and the mixture was stirred for 30 min. The reaction mixture was refluxed for 16 h. After being cooled to room temperature, the mixture was diluted with water (150 ml), and concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with aqueous sodium hydrogen sulfate and water. The organics was dried over magnesium sulfate, filtered, and concentrated in vacuo to give 1.03 g (5.00 mmol, 60%) of the title compound.

後処理

  1. temperatureThe reaction mixture was refluxed for 16 h
  2. concentrationconcentrated in vacuo
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with aqueous sodium hydrogen sulfate and water
  5. dry with materialThe organics was dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-248eea2a4158459ea010d7061f96103c
出典データセット
uspto-grants-2012_04
特許番号
US08163935B2

反応ノート

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