1,5-Dimethyltetrazole → 1,1-Bis(2,4-dimethylphenyl)-2-(1-methyl-1H-tetrazol-5-yl)ethanol

HRID 330656

反応式

HRID 330656 の反応式
[CH3:1][N:2]1[C:6]([CH3:7])=[N:5][N:4]=[N:3]1.C([Li])CCC.[CH3:13][C:14]1[CH:29]=[C:28]([CH3:30])[CH:27]=[CH:26][C:15]=1[C:16]([C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:19]=1[CH3:25])=[O:17]>O1CCCC1>[CH3:25][C:19]1[CH:20]=[C:21]([CH3:24])[CH:22]=[CH:23][C:18]=1[C:16]([C:15]1[CH:26]=[CH:27][C:28]([CH3:30])=[CH:29][C:14]=1[CH3:13])([OH:17])[CH2:7][C:6]1[N:2]([CH3:1])[N:3]=[N:4][N:5]=1

参加物

5

反応物 3

HCID 788251,5-DimethyltetrazoleHCID 12274022Bis(2,4-dimethylphenyl)methanoneHCID 178418339Butyllithium

生成物 1

HCID 147239461,1-Bis(2,4-dimethylphenyl)-2-(1-methyl-1H-tetrazol-5-yl)ethanol収率 86%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-20 °C

実験手順

A solution of 1,5-dimethyltetrazol (8.9 g, 91.0 mmoles) in 100 mL of dry tetrahydrofuran at -60° C. was treated with n-butyl lithium (48 mL of 1.89M solution, 91.0 mmoles). After stirring for 20 minutes, 2,2',4,4'-tetramethylbenzophenone (18 g, 76 mmoles) [prepared by the procedure described in J. Am. Chem. Soc., 81, 4858 (1959)] in 50 mL dry tetrahydrofuran was added and the solution was stirred for 1 hour during which time it was allowed to warm to -20° C. The reaction was quenched with 1N HCl, then extracted with chloroform. The combined organic extracts were dried (MgSO4) and evaporated to give 22 g of the title compound; m.p.=175°-177° C.

後処理

  1. stirringthe solution was stirred for 1 hour during which time it
  2. customThe reaction was quenched with 1N HCl
  3. extractionextracted with chloroform
  4. dry with materialThe combined organic extracts were dried (MgSO4)
  5. customevaporated

出典と根拠

ORDレコード
ord-22fb5a3719654704a79e5fde0824a246
出典データセット
uspto-grants-1990_01
特許番号
US04897490

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