Ammonium Chloride → (3-ethylphenyl)(2-methyl-5-phenyl-2H-1,2,4-triazol-3-yl)methanol

HRID 2105053

反応式

HRID 2105053 の反応式
[CH3:1][N:2]1[CH:6]=[N:5][C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:3]1.[Li]CCCC.[CH2:18]([C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH:23]=[O:24])[CH3:19].[Cl-].[NH4+]>C1COCC1>[CH2:18]([C:20]1[CH:21]=[C:22]([CH:23]([C:6]2[N:2]([CH3:1])[N:3]=[C:4]([C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:5]=2)[OH:24])[CH:25]=[CH:26][CH:27]=1)[CH3:19]

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 118623m-EthylbenzaldehydeHCID 108774081-Methyl-3-phenyl-1H-1,2,4-triazoleHCID 178418339Butyllithium

生成物 1

HCID 57803786(3-ethylphenyl)(2-methyl-5-phenyl-2H-1,2,4-triazol-3-yl)methanol収率 79.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-78 °C

実験手順

To a solution of 1-methyl-3-phenyl-1H-1,2,4-triazole (284 mg, 1.8 mmol, see J. Chem. Soc., 1954, 3319-3322) in THF (112 mL) at −78° C. was added BuLi (1.15 mL, 1.6 M in hexanes, 1.8 mmol). The reaction was stirred for 5 minutes at -78° C. and a solution of intermediate 370.1 (200 mg, 1.5 mmol) in THF (2 mL) was added dropwise. The mixture was warmed to ambient temperature over 2 h. Ammonium chloride (80 mg) was added to the mixture and it was concentrated. Purification of the crude material afforded 350 mg of intermediate 370.2 as a white solid. LCMS 294.2 (M+H)+.

後処理

  1. temperatureThe mixture was warmed to ambient temperature over 2 h
  2. concentrationwas concentrated
  3. customPurification of the crude material

出典と根拠

ORDレコード
ord-5c8093b6e5674cf79276a67fecbf85d8
出典データセット
uspto-grants-2009_08
特許番号
US07576098B2

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