Potassium Iodide → tert-butyl 2-(2-formyl-1H-imidazol-1-yl)acetate

HRID 77600

반응식

HRID 77600 반응식
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]=[O:7].[C:8]([O:12][C:13](=[O:16])[CH2:14]Br)([CH3:11])([CH3:10])[CH3:9].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CN(C=O)C>[CH:6]([C:2]1[N:1]([CH2:14][C:13]([O:12][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:16])[CH:5]=[CH:4][N:3]=1)=[O:7]

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 249551H-imidazole-2-carbaldehydeHCID 79177tert-Butyl bromoacetate

생성물 1

HCID 58291458tert-butyl 2-(2-formyl-1H-imidazol-1-yl)acetate수율 39%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
110 °C

실험 절차

To a solution of 2-imidazole carboxaldehyde (1.00 g, 10.4 mmol) in DMF (1 mL) was added 1 eq. tert-butylbromoacetate, potassium carbonate and a catalytic amount of potassium iodide. The reactions were heated at 110° C. for 18 hrs followed by evaporation to dryness and purified utilizing a Biotage SP4 with a gradient method of 5-50% methanol in DCM to yield the desired compound (850 mg, 4.03 mmol, 39% yield). 1H NMR (400 MHz, DMSO-d6) δ 7.6 (s, H), 7.23 (s, H), 5.15 (s, 2H), 1.40 (s, 9H).

후처리

  1. customfollowed by evaporation to dryness
  2. custompurified

출처 및 근거

ORD 기록
ord-0894eaa3faf142899b2eb774e1720a68
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08840865B2

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