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

HRID 404526

반응식

HRID 404526 반응식
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]

참가 물질

6

반응물 1

HCID 109873083-Bromo-2-ethoxypyridine

생성물 1

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

시약·촉매·용매 4

HCID 6225Tetraethylammonium Iodide촉매HCID 23994Zinc촉매HCID 178418751HCID 178418751, 화합물촉매HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-ff3335dd637e438d845ea43517055040
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748582B2

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