2-Nitropropane → HCID 54195305、化合物

HRID 396358ノート

反応式

HRID 396358 の反応式
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:12]=[C:11]([CH:13]=[O:14])[C:10]2[C:5](=[C:6]([C:15]([F:18])([F:17])[F:16])[CH:7]=[CH:8][CH:9]=2)[N:4]=1.[N+:21]([CH:24]([CH3:26])[CH3:25])([O-:23])=[O:22]>C(Cl)Cl>[N+:21]([C:24]([CH:13]([C:11]1[C:10]2[C:5](=[C:6]([C:15]([F:18])([F:16])[F:17])[CH:7]=[CH:8][CH:9]=2)[N:4]=[C:3]([C:2]([F:19])([F:1])[F:20])[CH:12]=1)[OH:14])([CH3:26])[CH3:25])([O-:23])=[O:22]

参加物

4

反応物 2

HCID 3982-NitropropaneHCID 122545692,8-Bis(trifluoromethyl)-4-quinolinecarboxaldehyde

生成物 1

HCID 54195305HCID 54195305、化合物収率 51%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 2,8-bis(trifluoromethyl)-4-quinolinecarboxaldehyde (200 mg, 0.85 mmol), 2-nitropropane (0.1 mL, 1.1 mmol) and Amberlyst 21 resin (200 mg) was stirred at room temperature for 17 h, treated with CH2Cl2 (3 mL), filtered to remove the resin, the filtrate concentrated in vacuo to give a viscous oil which was crystallised from heptane to give a white solid which was recrystallised (ether/heptane) to give the product (140 mg, 51%) as a white crystalline solid: IR νmax (Nujol)/cm−1 3484, 2923, 1544, 1311, 1134 and 780; NMR δH (400 MHz, CDCl3) 1.37 (3H, s), 1.54 (3H, s), 3.03 (1H, d, J 4.5 Hz),6.36 (1H, d, J 4.4 Hz), 7.80 (1H, t, J 8.1 Hz), 8.07 (1H, s), 8.21 (1H, d, J 7.1 Hz) and 8.44 (1H, d, J 8.5 Hz).

後処理

  1. filtrationfiltered
  2. customto remove the resin
  3. concentrationthe filtrate concentrated in vacuo
  4. customto give a viscous oil which
  5. customwas crystallised from heptane
  6. customto give a white solid which
  7. customwas recrystallised (ether/heptane)

出典と根拠

ORDレコード
ord-888e26de11314ac7a286a949bac880fe
出典データセット
uspto-grants-2003_08
特許番号
US06608085B1

反応ノート

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