Glycine → Glycine, N-(4-nitrophenyl)-

HRID 1910767ノート

反応式

HRID 1910767 の反応式
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].F[C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1.C(=O)(O)[O-].[Na+]>O1CCOCC1.O>[N+:13]([C:10]1[CH:11]=[CH:12][C:7]([NH:1][CH2:2][C:3]([OH:5])=[O:4])=[CH:8][CH:9]=1)([O-:15])=[O:14]

参加物

6

反応物 3

HCID 750GlycineHCID 9590p-FluoronitrobenzeneHCID 516892Sodium Bicarbonate

生成物 1

HCID 12095Glycine, N-(4-nitrophenyl)-収率 72%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

Glycine (5.31 g, 70.8 mmol) was added to a mixture of 1-fluoro-4-nitro-benzene (5.0 g, 35.4 mmol) and sodium bicarbonate (5.94 g, 70.8 mmol) in dioxane (10 mL) and water (60 mL) and heated at reflux for 6 h. The reaction mixture was cooled to room temperature and washed with ethyl acetate. The aqueous layer was acidified with 1N hydrochloric acid to pH ˜3 and extracted with ethyl acetate. The extract was washed with water, brine, dried over anhydrous sodium sulfate and concentrated to dryness to afford (4-nitro-phenylamino)-acetic acid (5.0 g, 72%) as a yellow solid.

後処理

  1. temperatureheated
  2. temperatureat reflux for 6 h
  3. washwashed with ethyl acetate
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with water, brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-8b8eb3a99a7d4c0fbbf264e0ef371745
出典データセット
uspto-grants-2013_12
特許番号
US08604029B2

反応ノート

読み込み中…