Triethylamine → N-(4-chloro-alpha-methylbenzyl)-1,2,2-trichloro-3,3-dimethylcyclopropanecarboxamide

HRID 346252

反応式

HRID 346252 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH:6]([NH2:8])[CH3:7])=[CH:4][CH:3]=1.C(N(CC)CC)C.[Cl:18][C:19]1([C:26](Cl)=[O:27])[C:21]([CH3:23])([CH3:22])[C:20]1([Cl:25])[Cl:24]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH:6]([NH:8][C:26]([C:19]2([Cl:18])[C:21]([CH3:23])([CH3:22])[C:20]2([Cl:25])[Cl:24])=[O:27])[CH3:7])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 978031-(4-Chlorophenyl)ethylamineHCID 136546981,2,2-Trichloro-3,3-dimethylcyclopropanecarboxylic acid chloride

生成物 1

HCID 13654700N-(4-chloro-alpha-methylbenzyl)-1,2,2-trichloro-3,3-dimethylcyclopropanecarboxamide収率 90.1%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

4-Chloro-α-methylbenzylamine (15.6 g) and triethylamine (10.1 g) were dissolved in toluene (150 ml). With stirring, a solution of 1,2,2-trichloro-3,3-dimethylcyclopropanecarboxylic acid chloride (23.6 g) in toluene (30 ml) was added dropwise to the solution at 0° to 10° C. After the addition, the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into ice water, and the aqueous layer was extracted with toluene. The toluene layers were combined, washed with a 1% aqueous solution of hydrochloric acid, a 1% aqueous solution of sodium hydroxide and water in this order, and then dried over anhydrous sodium sulfate. Toluene was evaporated under reduced pressure to give the desired N-(4-chloro-α-methylbenzyl)-1,2,2-trichloro-3,3-dimethylcyclopropanecarboxamide (32 g) represented by the following formula as colorless crystals. mp. 138°-139° C. ##STR35##

後処理

  1. additionAfter the addition
  2. stirringthe mixture was stirred at room temperature for 2 hours
  3. extractionthe aqueous layer was extracted with toluene
  4. washwashed with a 1% aqueous solution of hydrochloric acid
  5. dry with materiala 1% aqueous solution of sodium hydroxide and water in this order, and then dried over anhydrous sodium sulfate
  6. customToluene was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-4f36cc5acd4d49c18baee724834229e6
出典データセット
uspto-grants-1991_10
特許番号
US05061731

関連ノート

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