Methyl iodide → 2-(4-Bromophenyl)-4-methoxy-2H-1,2,3-triazole

HRID 1475888ノート

反応式

HRID 1475888 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[N:12]=[C:11]([OH:13])[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[CH2:14]1COCC1.C(=O)([O-])[O-].[Cs+].[Cs+].CI>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[N:12]=[C:11]([O:13][CH3:14])[CH:10]=[N:9]2)=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 6328Methyl iodideHCID 8028TetrahydrofuranHCID 10796Cesium carbonateHCID 178516800HCID 178516800、化合物

生成物 1

HCID 672492502-(4-Bromophenyl)-4-methoxy-2H-1,2,3-triazole

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

2-(4-bromophenyl)-2H-1,2,3-triazol-4-ol (200 mg, 0.833 mmol) was weighed into a 20 ml vial equipped with a septa cap. THF (10.0 ml) was added. To this was added cesium carbonate (814 mg, 2.5 mmol), followed by the addition of methyl iodide (65.8 uL, 1.04 mmol) via syringe. The reaction was heated at 60° C. for 16 hours. Water (20 ml) was added and the product was extracted with ethyl acetate (2×75 ml). Organic phases were combined, dried over potassium carbonate, filtered and concentrated to furnish a light tan solid (190 mg, 89% TY). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 4.04 (s, 3H) 7.30 (s, 1H) 7.56 (d, J=8.98 Hz, 2H) 7.84 (d, J=8.98 Hz, 2H)

後処理

  1. customvial equipped with a septa cap
  2. extractionthe product was extracted with ethyl acetate (2×75 ml)
  3. dry with materialdried over potassium carbonate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto furnish a light tan solid (190 mg, 89% TY)

出典と根拠

ORDレコード
ord-fb06e218ab7b41bd900fd39356eea9d8
出典データセット
uspto-grants-2015_04
特許番号
US09018384B2

反応ノート

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