N-t-butyloxycarbonyl-3,5-dinitro-4-methylaniline → 4-Amino-2,6-Dinitrotoluene

HRID 618255

反応式

HRID 618255 の反応式
C(OC([NH:8][C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[C:12]([CH3:18])=[C:11]([N+:19]([O-:21])=[O:20])[CH:10]=1)=O)(C)(C)C>FC(F)(F)C(O)=O>[CH3:18][C:12]1[C:13]([N+:15]([O-:17])=[O:16])=[CH:14][C:9]([NH2:8])=[CH:10][C:11]=1[N+:19]([O-:21])=[O:20]

参加物

3

反応物 1

HCID 18789671N-t-butyloxycarbonyl-3,5-dinitro-4-methylaniline

生成物 1

HCID 295744-Amino-2,6-Dinitrotoluene収率 47.4%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

A mixture of N-t-butyloxycarbonyl-3,5-dinitro-4-methylaniline (7.8 g, from above) and trifluoroacetic acid (100 mL) was stirred at room temperature for 15 min. After evaporation of the solvent under reduced pressure, the residue was taken up in ethyl acetate (100 mL), washed with saturated sodium bicarbonate solution, half-saturated sodium chloride solution, and dried over magnesium sulfate. After evaporation of the solvent, the residue was purified by flash column chromatography on silica gel eluting with acetone:hexane (1:3) to give 4-methyl-3,5-dinitro-phenylamine (2.45 g).

後処理

  1. customAfter evaporation of the solvent under reduced pressure
  2. washwashed with saturated sodium bicarbonate solution, half-saturated sodium chloride solution
  3. dry with materialdried over magnesium sulfate
  4. customAfter evaporation of the solvent
  5. customthe residue was purified by flash column chromatography on silica gel eluting with acetone:hexane (1:3)

出典と根拠

ORDレコード
ord-0f86b88d69c74c7798a463364e738130
出典データセット
uspto-grants-1999_09
特許番号
US05952362

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