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Imidazole → 1-[(4-Chlorophenyl)diphenylmethyl]-1H-imidazole

HRID 1580850
ノート
印刷プレビュー

反応式

HRID 1580850 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](Cl)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[NH:22]1[CH:26]=[CH:25][N:24]=[CH:23]1.C(N(CC)CC)C.Cl.C(N(CC)CC)C>C(#N)C.O.C1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:22]2[CH:26]=[CH:25][N:24]=[CH:23]2)=[CH:4][CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 795ImidazoleHCID 8471TriethylamineHCID 11130Triethylamine hydrochlorideHCID 15629469HCID 15629469、化合物

生成物 1

HCID 130738771-[(4-Chlorophenyl)diphenylmethyl]-1H-imidazole収率 96.9%

試薬・触媒・溶媒 3

HCID 241Benzene溶媒
HCID 962
Water
溶媒
HCID 6342Acetonitrile溶媒

反応条件

温度
50 °C

実験手順

156.5 g (0.5 mol) of (p-chlorophenyl)-(diphenyl)-methyl chloride and 34 g (0.5 mol) imidazole are dissolved in 500 ml acetonitrile, with stirring, and 51 g (0.5 mol) triethylamine are added, whereupon separation of triethylamine hydrochloride occurs even at room temperature. In order to complete the reaction, heating at 50°C is carried out for three hours. After cooling, 1 liter of benzene is added and the reaction mixture is stirred, then washed salt-free with water. The benzene solution is dried over anhydrous sodium sulfate, filtered and concentrated by evaporation; giving 167 g of crude 1-[(p-chlorophenyl)-(bisphenyl)-methyl]-imidazole, m.p. 125°C. By recrystallization from 200 ml benzene and 100 ml ligroin, 115 g (= 71% of the thoery) of pure 1-[(p-chlorophenyl) (bis-phenyl)-methyl]-imidazole of m.p. 140°C are obtained.

後処理

  1. customoccurs even at room temperature
  2. customthe reaction
  3. temperatureAfter cooling
  4. stirringthe reaction mixture is stirred
  5. dry with materialThe benzene solution is dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-85d18aa42c8d4d0d8f0cd0de632a7dec
出典データセット
uspto-grants-1976_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03934022

反応ノート

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