Potassium Hydroxide → 8-Chloro-2,4-dimethyl-5,6-dihydrobenzo[c]acridine

HRID 716591

反応式

HRID 716591 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9]O.[CH3:11][C:12]1[CH:21]=[C:20]([CH3:22])[CH:19]=[C:18]2[C:13]=1[CH2:14][CH2:15][CH2:16][C:17]2=O.[OH-].[K+]>C1(C)C=CC=CC=1>[Cl:8][C:4]1[C:3]2[C:2](=[N:1][C:17]3[C:18]4[CH:19]=[C:20]([CH3:22])[CH:21]=[C:12]([CH3:11])[C:13]=4[CH2:14][CH2:15][C:16]=3[CH:9]=2)[CH:7]=[CH:6][CH:5]=1

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 836193,4-dihydro-5,7-dimethylnaphthalen-1(2H)-oneHCID 21925574(2-Amino-6-chlorophenyl)methanol

生成物 1

HCID 712451148-Chloro-2,4-dimethyl-5,6-dihydrobenzo[c]acridine収率 67.4%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

(2-Amino-6-chlorophenyl)methanol (16 g, 101 mmol), 5,7-dimethyl-3,4-dihydronaphthalen-1(2H)-one (20.0 g, 111 mmol), RuCl2(PPh3)3 (0.971 g, 1.01 mmol), and KOH (5.7 g, 101 mmol) were refluxed in 200 mL of toluene for 12 h. Water was collected from the reaction using a Dean-stark trap. The reaction mixture was allowed to cool to room temperature and filtered through a silica gel plug and eluted with dichloromethane. The product was washed by methanol and recrystallized from hexane to obtain ˜20 gram of the desired product which was confirmed by GC-MS.

後処理

  1. customWater was collected from the reaction
  2. filtrationfiltered through a silica gel plug
  3. washeluted with dichloromethane
  4. washThe product was washed by methanol
  5. customrecrystallized from hexane

出典と根拠

ORDレコード
ord-87dd13e73e4f40b6a8134ba00e85ebdf
出典データセット
uspto-grants-2015_11
特許番号
US09190621B2

関連ノート

読み込み中…