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

HRID 2175375ノート

反応式

HRID 2175375 の反応式
[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

参加物

5

反応物 3

HCID 111373-NitrophenolHCID 14798Sodium HydroxideHCID 699934-Methyloxybenzyl chloride

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-779889f54f344b84b4183475117ea034
出典データセット
uspto-grants-2015_06
特許番号
US09062066B2

反応ノート

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