Trityl chloride → HCID 13344957、化合物

HRID 1462208

反応式

HRID 1462208 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([N:10]1[CH:14]=[CH:13][N:12]=[CH:11]1)=[CH2:9].C(N(CC)CC)C.[C:22](Cl)([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C(Cl)Cl>[C:22]([O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([N:10]1[CH:14]=[CH:13][N:12]=[CH:11]1)=[CH2:9])([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

参加物

5

反応物 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 28055362-[1-(1H-imidazol-1-yl)vinyl]phenol

生成物 1

HCID 13344957HCID 13344957、化合物収率 45.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a suspension of 1-[1-(2-hydroxyphenyl)vinyl]imidazole (500 mg) and triethylamine (407 mg) in dry methylene chloride (5 ml) is added trityl chloride (1.12 g) under stirring at room temperature, and the mixture is stirred at room temperature for 1 hour. To the mixture ice water is added and extracted with methylene chloride. The methylene chloride extract is dried on anhydrous sodium sulfate, and then concentrated. The residue is chromatographed on a column of silica gel, and eluted with methylene chloride-methanol (3-5%). The eluate is concentrated and the residue is crystallized from isopropyl ether and a small amount of petroleum ether to give 1-[1-(2-trityloxyphenyl)vinyl]imidazole (525 mg). mp. 149°-144° C.

後処理

  1. stirringthe mixture is stirred at room temperature for 1 hour
  2. extractionextracted with methylene chloride
  3. extractionThe methylene chloride extract
  4. dry with materialis dried on anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe residue is chromatographed on a column of silica gel
  7. washeluted with methylene chloride-methanol (3-5%)
  8. concentrationThe eluate is concentrated
  9. customthe residue is crystallized from isopropyl ether

出典と根拠

ORDレコード
ord-c7422d7c15cc43c9a58ce23972d6fdb3
出典データセット
uspto-grants-1984_07
特許番号
US04459412

関連ノート

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