Trityl chloride → Ethyl (1-triphenylmethyl-1H-1,2,4-triazol-3-yl)acetate

HRID 566244ノート

反応式

HRID 566244 の反応式
[NH:1]1[CH:5]=[N:4][C:3]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[N:2]1.[C:12]1([C:18](Cl)([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(N(CC)CC)C>CN(C=O)C>[C:12]1([C:18]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[N:1]2[CH:5]=[N:4][C:3]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[N:2]2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

参加物

5

反応物 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 178470784HCID 178470784、化合物

生成物 1

HCID 54361059Ethyl (1-triphenylmethyl-1H-1,2,4-triazol-3-yl)acetate収率 35.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
25 °C

実験手順

Ethyl (1H-1,2,4-triazol-3-yl)acetate (2.83 g) was dissolved in DMF (40 ml). To the solution were added triphenyl methyl chloride (5.08 g) and triethylamine (2.55 ml). The mixture was stirred for 3 hours at 25° C. The reaction mixture was added to ice-water (150 ml), which was subjected to extraction with ethyl ether (100 ml). The organic layer was washed twice with water (150 ml), which was dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. The concentrate was purified by means of a column chromatography (carrier: silica gel, 150 g, developing solvent: ethyl acetate-hexane, 1:1) to afford the title compound (2.56 g) as a crystalline product, m.p.117-119° C.

後処理

  1. extractionwas subjected to extraction with ethyl ether (100 ml)
  2. washThe organic layer was washed twice with water (150 ml), which
  3. dry with materialwas dried over anhydrous magnesium sulfate
  4. concentrationfollowed by concentration under reduced pressure
  5. customThe concentrate was purified by means of a column chromatography (carrier: silica gel, 150 g, developing solvent: ethyl acetate-hexane, 1:1)

出典と根拠

ORDレコード
ord-79bcede3c9ec4d8babb3b4ba8296cbe6
出典データセット
uspto-grants-2001_01
特許番号
US06174877B1

反応ノート

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