4-Nitroaniline → Butanamide, 3,3-dimethyl-N-(4-nitrophenyl)-

HRID 483097ノート

反応式

HRID 483097 の反応式
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:11][C:12]([CH3:18])([CH3:17])[CH2:13][C:14](Cl)=[O:15]>N1C=CC=CC=1>[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH:8][C:14](=[O:15])[CH2:13][C:12]([CH3:18])([CH3:17])[CH3:11])=[CH:6][CH:5]=1)([O-:3])=[O:2]

参加物

4

反応物 2

HCID 74754-NitroanilineHCID 815143,3-Dimethylbutanoyl chloride

生成物 1

HCID 2924068Butanamide, 3,3-dimethyl-N-(4-nitrophenyl)-収率 73.7%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Five grams of 4-nitroaniline was stirred in 25 ml of pyridine and 4.95 g of 3,3-dimethylbutyryl chloride was added. The mixture was stirred 15 hours and poured into ice-water. The resultant solid was collected on a filter and dissolved in 200 ml of ethyl acetate and the solution was treated with activated charcoal and concentrated to yield 6.3 g of 4-nitro-3,3-dimethylbutyrylaminobenzene, m.p. 192°-194°. This material was reduced in 200 ml of methanol, at 3 atmospheres of hydrogen in the presence of 5% Pd/carbon. After removal of the catalyst by filtration, concentration of the filtrate gives 5.3 g of product (3,3-dimethylbutyrylamino)aniline, m.p. 138°-140° C.

後処理

  1. customThe resultant solid was collected on
  2. filtrationa filter
  3. dissolutiondissolved in 200 ml of ethyl acetate
  4. additionthe solution was treated with activated charcoal
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-aab990405b724fe1b6d04dd0e1b40daa
出典データセット
uspto-grants-1986_03
特許番号
US04578390

反応ノート

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