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Triphenylphosphine → 1-(1-Cyclopropylethoxy)-2,5-dimethyl-4-nitrobenzene

HRID 626316
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HRID 626316 반응식
N(C(OCCOC)=O)=NC(OCCOC)=O.[CH3:17][C:18]1[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[C:21]([CH3:27])=[CH:20][C:19]=1[OH:28].[CH:29]1([CH:32](O)[CH3:33])[CH2:31][CH2:30]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[CH:29]1([CH:32]([O:28][C:19]2[CH:20]=[C:21]([CH3:27])[C:22]([N+:24]([O-:26])=[O:25])=[CH:23][C:18]=2[CH3:17])[CH3:33])[CH2:31][CH2:30]1
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참가 물질

7

반응물 5

HCID 11776TriphenylphosphineHCID 791041-CyclopropylethanolHCID 2821102,5-Dimethyl-4-nitrophenolHCID 516892Sodium BicarbonateHCID 533844152-methoxyethyl N-(2-methoxyethoxycarbonylimino)carbamate

생성물 1

HCID 1176205911-(1-Cyclopropylethoxy)-2,5-dimethyl-4-nitrobenzene수율 45.6%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
80 °C

실험 절차

3.10 g of Bis(2-methoxyethyl) azodicarboxylate was added to a mixture of 1.70 g of 2,5-dimethyl-4-nitrophenol, 0.88 g of (1-cyclopropyl) ethanol, 3.20 g of triphenylphosphine and 100 mL of toluene at 0° C., and the mixture was stirred at 80° C. for 4 hours. After cooling, a saturated aqueous sodium bicarbonate solution was added, and the mixture was extracted with ethyl acetate, and then the organic layer was washed with water and saturated salt water and dried over anhydrous magnesium sulfate. The resulting residue was subjected to silica gel column chromatography to obtain 1.09 g of 1-(1-cyclopropylethoxy)-2,5-dimethyl-4-nitrobenzene.

후처리

  1. temperatureAfter cooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washthe organic layer was washed with water and saturated salt water
  4. dry with materialdried over anhydrous magnesium sulfate

출처 및 근거

ORD 기록
ord-81d80c4b3eb749bbb8ca63be0e8bf261
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09309191B2

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