Isopropyl iodide → 3-Isopropoxy-4-nitrotoluene

HRID 1110430

반응식

HRID 1110430 반응식
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([OH:8])[CH:7]=1.I[CH:13]([CH3:15])[CH3:14].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([O:8][CH:13]([CH3:15])[CH3:14])[CH:7]=1

참가 물질

5

반응물 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 127886-Nitro-m-cresol

생성물 1

HCID 5927313-Isopropoxy-4-nitrotoluene수율 64%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 23 g (150 mmol) of 5-methyl-2-nitrophenol 28.1 g (1.1×150 mmol) of 2-iodopropane and 22.8 g (1.1×150 mmol) of anhydrous potassium carbonate in 150 ml of acetonitrile is stirred and refluxed for 18 hours overnight. The solids were removed, the solvent evaporated and the residue is taken up in diethyl ether and the solution washed with 50 ml of 2N potassium hydroxide (2X), brine, dried (magnesium sulfate), and evaporated to an oil. Distillation gives 18.6 g (64%) of 5-methyl-1-(1-methylethoxy)-2-nitrobenzene; bp 98°-100° C. at 0.5 mm.

후처리

  1. temperaturerefluxed for 18 hours overnight
  2. customThe solids were removed
  3. customthe solvent evaporated
  4. washthe solution washed with 50 ml of 2N potassium hydroxide (2X), brine
  5. dry with materialdried (magnesium sulfate)
  6. customevaporated to an oil
  7. distillationDistillation

출처 및 근거

ORD 기록
ord-868aac9c1a524a4ba311527df1d98b86
출처 데이터셋
uspto-grants-1990_12
특허 번호
US04975456

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