Methyl iodide → 4-[1-(Methoxymethyl)-propyl]nitrobenzene

HRID 1074444

反応式

HRID 1074444 の反応式
[H-].[Na+].[CH3:3]I.[N+:5]([C:8]1[CH:13]=[CH:12][C:11]([CH:14]([CH2:17][CH3:18])[CH2:15][OH:16])=[CH:10][CH:9]=1)([O-:7])=[O:6].P([O-])([O-])(O)=O.[K+].[K+].P([O-])(O)(O)=O.[K+]>CN(C)C=O>[CH3:3][O:16][CH2:15][CH:14]([C:11]1[CH:10]=[CH:9][C:8]([N+:5]([O-:7])=[O:6])=[CH:13][CH:12]=1)[CH2:17][CH3:18]

参加物

6

反応物 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 204966922-(4-Nitrophenyl)butanolHCID 21889592Monopotassium phosphate dipotassium phosphate

生成物 1

HCID 204966994-[1-(Methoxymethyl)-propyl]nitrobenzene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a mixture of 2.2 g of sodium hydride (as a 50% oil dispersion) and 15.5 g of methyl iodide in 300 ml of dried dimethylformamide, there was added dropwise a solution of 7.1 g of 2-(4-nitrophenyl)butanol in 100 ml of dimethylformamide. The resulting mixture was stirred at room temperature for 20 hours and then poured into an aqueous solution containing 0.2 M potassium hydrogen phosphate/potassium dihydrogen phosphate buffer solution (pH 7). The resulting mixture was extracted several times with diethyl ether and the combined organic extracts were washed with aqueous dilute sodium thiosulfate solution, water, and aqueous saturated sodium chloride solution, and dried over magnesium sulfate. Evaporation of the solvent gave a red oil which was purified by chromatography on silica gel and elution with ethyl acetate/hexane to give 4-[1-(methoxymethyl)-propyl]nitrobenzene.

後処理

  1. additionpoured into an aqueous solution
  2. extractionThe resulting mixture was extracted several times with diethyl ether
  3. washthe combined organic extracts were washed with aqueous dilute sodium thiosulfate solution, water, and aqueous saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. customEvaporation of the solvent
  6. customgave a red oil which
  7. customwas purified by chromatography on silica gel and elution with ethyl acetate/hexane

出典と根拠

ORDレコード
ord-5b2cd17d5b0d4b1ca0ab484f102606a9
出典データセット
uspto-grants-1983_07
特許番号
US04391818

関連ノート

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