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

HRID 974488ノート

反応式

HRID 974488 の反応式
[CH3:1][N:2]1[C:6]([CH3:7])=[N:5][N:4]=[N:3]1.C([Li])CCC.[F: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[F:25])=[O:17]>O1CCCC1>[F: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[F:25])([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 147239812,2'-Difluoro-4,4'-dimethylbenzophenoneHCID 178418339Butyllithium

生成物 1

HCID 147239921,1-Bis(2-fluoro-4-methylphenyl)-2-(1-methyl-1H-tetrazol-5-yl)ethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-10 °C

実験手順

To a solution of 1,5-dimethyltetrazole (4.6 g, 4.7 mmoles) in tetrahydrofuran (40 mL) at -50° C. was added butyl lithium solution (21.4 mL of a 2.2 M solution, 4.7 mmoles). After stirring for 10 minutes, a solution of 2,2'-difluoro-4,4'-dimethylbenzophenone in tetrahydrofuran (15 mL) was added. The solution was stirred for 2.5 hours during which time it was allowed to warm to -10° C. The reaction was quenched by adding 1N hydrochloric acid. The layers were separated and the aqueous layer was extracted with methylene chloride. The combined organic fractions were dried (MgSO4) was evaporated. The residue was triturated with diethyl ether and crystallized from isopropyl acetate to give 8.0 g of the title compound; m.p.=150°-151° C. MS: M+ =344.

後処理

  1. stirringThe solution was stirred for 2.5 hours during which time it
  2. customThe reaction was quenched
  3. additionby adding 1N hydrochloric acid
  4. customThe layers were separated
  5. extractionthe aqueous layer was extracted with methylene chloride
  6. dry with materialThe combined organic fractions were dried (MgSO4)
  7. customwas evaporated
  8. customThe residue was triturated with diethyl ether
  9. customcrystallized from isopropyl acetate

出典と根拠

ORDレコード
ord-0ba3bcc335f14299b184f675ef605af0
出典データセット
uspto-grants-1991_11
特許番号
US05068346

反応ノート

読み込み中…