Dimethyl Sulfate → HCID 54390956, 화합물

HRID 1720562노트

반응식

HRID 1720562 반응식
[OH-].[Na+].[N:3]([O:5][CH2:6]CCC)=O.[CH3:10][C:11]1[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][C:12]=1[O:13][CH2:14][C:15]1[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=1[CH2:17][C:18]#[N:19].S(OC)(OC)(=O)=O>O.C1(C)C=CC=CC=1.CC(C)=O>[CH3:10][C:11]1[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][C:12]=1[O:13][CH2:14][C:15]1[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=1[C:17]([C:18]#[N:19])=[N:3][O:5][CH3:6]

참가 물질

8

반응물 4

HCID 6497Dimethyl SulfateHCID 10996Butyl nitriteHCID 14798Sodium Hydroxide2회HCID 11118528HCID 11118528, 화합물

생성물 1

HCID 54390956HCID 54390956, 화합물수율 87.7%

시약·촉매·용매 3

HCID 180Acetone용매HCID 962Water용매HCID 1140Toluene용매

실험 절차

95% Sodium hydroxide (0.32 g, 7.5 mmol), acetone (5 ml) and butyl nitrite (0.62 g, 6 mmol) were added to 2-(2,5-dimethylphenoxymethyl)benzyl cyanide (1.26 g, 5 mmol). The mixture was stirred at room temperature for 2 hours. Dimethyl sulfate (0.95 g, 7.5 mmol) was added, and the mixture was stirred under ice-cooling for 10 minutes and at room temperature for 1 hour. After completion of the reaction, toluene (10 ml) and 1N aqueous sodium hydroxide solution (10 ml) were added, and the mixture was stirred at room temperature for 1 hour. After stirring, water (100 ml) was added. The mixture was extracted with ether (100 ml), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (ethyl acetate/n-hexane) to give 2-(2,5-dimethylphenoxymethyl)-α-methoxyiminobenzyl cyanide (1.29 g, Yield: 87.6%, E/Z=13/87).

후처리

  1. stirringthe mixture was stirred under ice-
  2. temperaturecooling for 10 minutes and at room temperature for 1 hour
  3. additionwere added
  4. stirringthe mixture was stirred at room temperature for 1 hour
  5. stirringAfter stirring
  6. extractionThe mixture was extracted with ether (100 ml)
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe resulting residue was purified by silica gel chromatography (ethyl acetate/n-hexane)

출처 및 근거

ORD 기록
ord-b8b604332f514944b1ec921d811b96d8
출처 데이터셋
uspto-grants-1996_04
특허 번호
US05506358

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