Water → Methyl 4-acetamido-3-hydroxybenzoate

HRID 270124

反応式

HRID 270124 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[N+:12]([O-])=O)[C:5]([O:7][CH3:8])=[O:6].[H][H].O.[C:18](OC(=O)C)(=[O:20])[CH3:19]>C1COCC1.[Pd]>[C:18]([NH:12][C:11]1[CH:10]=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[CH:3][C:2]=1[OH:1])(=[O:20])[CH3:19]

参加物

7

反応物 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 294866Methyl 3-hydroxy-4-nitrobenzoateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 22627408Methyl 4-acetamido-3-hydroxybenzoate

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
65 °C

実験手順

A solution of methyl 3-hydroxy-4-nitrobenzoate (0.78 g, 3.96 mmol) in THF (40 ml) with Pd on charcoal (10%, 0.15 g) was stirred in the atmosphere of hydrogen at atmospheric pressure overnight. The mixture was filtered through celite. The solvent was removed in vacuo. The residue was taken into water (20 ml), and acetic anhydride (0.5 ml, 5.29 mmol) was added. The mixture was vigorously stirred at 65° C. for 30 min. After cooling to room temperature, the precipitate was collected by filtration, washed with water, and dried. White powder (0.64 g, 77%).

後処理

  1. filtrationThe mixture was filtered through celite
  2. customThe solvent was removed in vacuo
  3. additionwas added
  4. temperatureAfter cooling to room temperature
  5. filtrationthe precipitate was collected by filtration
  6. washwashed with water
  7. customdried

出典と根拠

ORDレコード
ord-d16811778448467883d1efc1d438fa79
出典データセット
uspto-grants-2008_11
特許番号
US07449475B2

関連ノート

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