2-Nitropropane → HCID 54195305, 화합물

HRID 396358노트

반응식

HRID 396358 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 54195305HCID 54195305, 화합물수율 51%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-888e26de11314ac7a286a949bac880fe
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06608085B1

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