3-Nitrophenol → 1-[(4-Methoxyphenyl)Methoxy]-3-nitro-Benzene

HRID 2175375노트

반응식

HRID 2175375 반응식
[OH-].[Na+].[N+:3]([C:6]1[CH:7]=[C:8]([OH:12])[CH:9]=[CH:10][CH:11]=1)([O-:5])=[O:4].[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19]Cl)=[CH:17][CH:16]=1>CN(C)C=O>[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][O:12][C:8]2[CH:9]=[CH:10][CH:11]=[C:6]([N+:3]([O-:5])=[O:4])[CH:7]=2)=[CH:17][CH:16]=1

참가 물질

5

반응물 3

HCID 111373-NitrophenolHCID 14798Sodium HydroxideHCID 699934-Methyloxybenzyl chloride

생성물 1

HCID 36283881-[(4-Methoxyphenyl)Methoxy]-3-nitro-Benzene수율 90.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

NaOH (0.54 g, 13.36 mmol) was added into 10 ml of degassed dimethylformamide at 0° C., then 3-nitrophenol (1.69 g, 12.14 mmol) dissolved in 7 ml of dimethylformamide was dropped slowly, and then para-methoxybenzylchloride (1.81 ml, 13.36 mmol) was added slowly. After stirred for 2 hours at the increased reaction temperature to room temperature, the reaction mixture was extracted using saturated ammonium chloride (100 ml) and ethylacetate (100 ml). The organic layer was washed twice using 100 ml of water, and dried using anhydrous sodium sulfate, then concentrated under vacuum. The resultant solid was solidified using n-hexane to obtain pale yellowish solid of 1-(4-methoxybenzyloxy)-3-nitrobenzene (2.85 g, 90%) finally.

후처리

  1. additionwas dropped slowly
  2. extractionthe reaction mixture was extracted
  3. washThe organic layer was washed twice
  4. customdried
  5. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-779889f54f344b84b4183475117ea034
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09062066B2

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