Sodium Hydroxide → 4-[(4-Chlorophenyl)thio]-3-nitrobenzoic acid

HRID 1817171ノート

反応式

HRID 1817171 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:19]=[CH:18][C:12]([C:13]([O:15]CC)=[O:14])=[CH:11][C:10]=2[N+:20]([O-:22])=[O:21])=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C.C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8][C:9]2[CH:19]=[CH:18][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=2[N+:20]([O-:22])=[O:21])=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 67213328HCID 67213328、化合物

生成物 1

HCID 7061974-[(4-Chlorophenyl)thio]-3-nitrobenzoic acid収率 100.9%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

The above-mentioned ethyl 4-(4-chlorophenylthio)-3-nitrobenzoate (760 mg, 2.25 mmol) was dissolved in a mixture of ethanol (5 mL) and THF (10 mL). After addition of 2M aqueous sodium hydroxide (2.25 mL, 4.50 mmol), the mixture was stirred at room temperature for 4 hours and placed under reduced pressure to distill the solvent off. To the residue were added water (20 mL) and 2M aqueous hydrochloric acid until the mixture reached pH 2. The precipitated crystalline product was collected by filtration, washed successively with water (5 mL×3), a mixture (5 mL) of ethanol and water (1/4) and hexane (5 mL×2), and dried at 40° C. under reduced pressure, to obtain 703 mg (yield 100%) of the titled compound as a yellow crystalline product.

後処理

  1. distillationto distill the solvent off
  2. additionTo the residue were added water (20 mL) and 2M aqueous hydrochloric acid until the mixture
  3. filtrationThe precipitated crystalline product was collected by filtration
  4. washwashed successively with water (5 mL×3)
  5. dry with materiala mixture (5 mL) of ethanol and water (1/4) and hexane (5 mL×2), and dried at 40° C. under reduced pressure

出典と根拠

ORDレコード
ord-9b4f5c7d6f6a41b4b79b3dfaf3d5720d
出典データセット
uspto-grants-2009_10
特許番号
US07598254B2

反応ノート

読み込み中…