Sulfuric Acid → 5-Bromo-2-iodo-1,3-diisopropylbenzene

HRID 338209노트

반응식

HRID 338209 반응식
OS(O)(=O)=O.[CH:6]([C:9]1[CH:15]=[C:14]([Br:16])[CH:13]=[C:12]([CH:17]([CH3:19])[CH3:18])[C:10]=1N)([CH3:8])[CH3:7].N([O-])=O.[Na+].[I-:24].[K+]>CC#N.O>[I:24][C:10]1[C:9]([CH:6]([CH3:8])[CH3:7])=[CH:15][C:14]([Br:16])=[CH:13][C:12]=1[CH:17]([CH3:19])[CH3:18]

참가 물질

7

반응물 4

HCID 1118Sulfuric AcidHCID 4875Potassium IodideHCID 117801144-Bromo-2,6-diisopropylanilineHCID 23668193Sodium Nitrite

생성물 1

HCID 574376675-Bromo-2-iodo-1,3-diisopropylbenzene수율 90.8%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

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온도
5 °C

실험 절차

To a 2 L 3-neck flask, equipped with mechanical stirrer, thermometer, and additional funnel, added 300 g of ice and 300 mL of H2SO4. 2,6-diisopropyl-4-bromoaniline (46.0 g, 0.18 mol) in 200 mL of CH3CN was added dropwise to this mixture while the temperature was maintained under 5° C. Then sodium nitrite (22.5 g, 0.32 mol) in 180 mL of ice cold water was added dropwise while the temperature was maintained around 0° C. The resulting clear solution was slowly poured into the solution of potassium iodide (105 g, 0.63 mol) in 300 ml of water at room temperature. The mixture was stirred for 1 h. After regular work up, the crude product was distilled at 170° C. under vacuum to afford 1-iodo-2,6-diisopropyl-4-bromobenzene (60 g) as light brown soft solid upon cooling.

후처리

  1. customTo a 2 L 3-neck flask, equipped with mechanical stirrer
  2. temperaturewas maintained around 0° C
  3. distillationAfter regular work up, the crude product was distilled at 170° C. under vacuum

출처 및 근거

ORD 기록
ord-4118588d47774b6d8bec7f88d22ea68d
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889864B2

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