Chloroacetyl chloride → N-(4-chlorophenacyl) chloroacetamide

HRID 866850

反応式

HRID 866850 の反応式
Cl.[Cl:2][C:3]1[CH:12]=[CH:11][C:6]([C:7](=[O:10])[CH2:8][NH2:9])=[CH:5][CH:4]=1.[OH-].[Na+].[Cl:15][CH2:16][C:17](Cl)=[O:18]>C1C=CC=CC=1.O>[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([C:7](=[O:10])[CH2:8][NH:9][C:17](=[O:18])[CH2:16][Cl:15])=[CH:11][CH:12]=1

参加物

6

反応物 3

HCID 6577Chloroacetyl chlorideHCID 14798Sodium HydroxideHCID 27982112-Amino-1-(4-chlorophenyl)ethan-1-one hydrochloride

生成物 1

HCID 53685377N-(4-chlorophenacyl) chloroacetamide収率 57.3%

試薬・触媒・溶媒 2

HCID 241Benzene溶媒2 回HCID 962Water溶媒

実験手順

To a well stirred suspension of 20.6 g of 4-chlorophenacylamine hydrochloride in 70 ml of benzene and 70 ml of water which was cooled to below 7° C were added simultaneously 110 ml of 2N NaOH solution and 12.4 g of chloroacetyl chloride dissolved in 30 ml of benzene. After the addition was complete, the reaction mixture was warmed to room temperature and stirred at room temperature for 3 hours. At the end of this period, the formed precipitate was filtered, and the benzene layer was separated. The aqueous layer was extracted twice with 50 ml of benzene. The combined benzene layer was dried over anhydrous sodium sulfate, and evaporated to dryness. The residue together with the precipitate obtained above was combined and recrystallized from ethanol to give 14.1 g (57 percent) of N-(4-chlorophenacyl) chloroacetamide.

後処理

  1. temperaturewas cooled to below 7° C
  2. additionAfter the addition
  3. stirringstirred at room temperature for 3 hours
  4. filtrationAt the end of this period, the formed precipitate was filtered
  5. customthe benzene layer was separated
  6. extractionThe aqueous layer was extracted twice with 50 ml of benzene
  7. dry with materialThe combined benzene layer was dried over anhydrous sodium sulfate
  8. customevaporated to dryness
  9. customThe residue together with the precipitate obtained
  10. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-83d612f9492a4e9883641d30e30df7d7
出典データセット
uspto-grants-1978_07
特許番号
US04101660

関連ノート

読み込み中…