4-(2,4-Dimethyl-3-nitrophenyl)butanoic acid → 5,7-Dimethyl-6-nitro-3,4-dihydronaphthalen-1(2H)-one

HRID 1662281ノート

反応式

HRID 1662281 の反応式
[CH3:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([CH3:11])[CH:5]=[CH:4][C:3]=1[CH2:12][CH2:13][CH2:14][C:15]([OH:17])=O>O>[CH3:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([CH3:11])[CH:5]=[C:4]2[C:3]=1[CH2:12][CH2:13][CH2:14][C:15]2=[O:17]

参加物

3

反応物 1

HCID 598088624-(2,4-Dimethyl-3-nitrophenyl)butanoic acid

生成物 1

HCID 598088855,7-Dimethyl-6-nitro-3,4-dihydronaphthalen-1(2H)-one収率 71.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
110 °C

実験手順

PPA (100 g) was warmed to 110° C. and 4-(2,4-dimethyl-3-nitrophenyl)butanoic acid (3.04 g, 12.8 mmol) was added. The resulting solid slowly turn to a brown solution. The reaction was stirred at 110° C. for 4 hours, then poured into 200 ml of water with strong stirring. The mixture was extracted with dichloromethane (×3), and the organic solution was dried over anhydrous Na2SO4 and evaporated to dryness. The residue was purified by Biotage (hexane/EtOAc, 0-30%, 40 min) to give pure compounds as yellow solid (2 g, 71%).

後処理

  1. extractionThe mixture was extracted with dichloromethane (×3)
  2. dry with materialthe organic solution was dried over anhydrous Na2SO4
  3. customevaporated to dryness
  4. customThe residue was purified by Biotage (hexane/EtOAc, 0-30%, 40 min)

出典と根拠

ORDレコード
ord-477fee288686431e87e0bc315b9802a0
出典データセット
uspto-grants-2011_10
特許番号
US08030518B2

反応ノート

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