3-Bromo-2-ethoxypyridine → 5,5'-Bis[2-ethoxypyridine]

HRID 404526

反応式

HRID 404526 の反応式
Br[C:2]1[C:3]([O:8][CH2:9][CH3:10])=[N:4][CH:5]=[CH:6][CH:7]=1>[N+](CC)(CC)(CC)CC.[I-].C1COCC1.Cl[Ni](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Zn]>[CH2:9]([O:8][C:3]1[N:4]=[CH:5][C:6]([C:6]2[CH:5]=[N:4][C:3]([O:8][CH2:9][CH3:10])=[CH:2][CH:7]=2)=[CH:7][CH:2]=1)[CH3:10]

参加物

6

反応物 1

HCID 109873083-Bromo-2-ethoxypyridine

生成物 1

HCID 8247525,5'-Bis[2-ethoxypyridine]

試薬・触媒・溶媒 4

HCID 6225Tetraethylammonium Iodide触媒HCID 23994Zinc触媒HCID 178418751HCID 178418751、化合物触媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

The title compound was prepared as described by Constable et al.13 using NiCl2(PPh3)2 (327 mg, 0.5 mmol, 0.3 eq.), acid washed Zn powder (164 mg, 1.5 eq.) and Et4NI (435 mg, 1.7 mmol, 1 eq.) in. distilled THF (10 mL). with a solution of 5 bromo-2 ethoxypyridine (344 mg, 1.7 mmol, 1 eq.) in THF (5 mL) at 50° C. for 24 h. Workup gave a white crystalline solid (237 mg; 80%). The reaction was also carried out on a larger scale (1.0 g or 1.7 g of starting material) giving yields of 85% and 90% respectively. The spectral data were consistent with literature data13.

後処理

  1. customWorkup gave a white crystalline solid (237 mg; 80%)
  2. customgiving
  3. customyields of 85% and 90% respectively

出典と根拠

ORDレコード
ord-ff3335dd637e438d845ea43517055040
出典データセット
uspto-grants-2014_06
特許番号
US08748582B2

関連ノート

読み込み中…