Potassium Carbonate → HCID 21087562、化合物

HRID 659641ノート

反応式

HRID 659641 の反応式
[CH:1]1[C:13]2[N:12]([CH2:14][CH2:15][CH2:16][N:17]([CH3:19])[CH3:18])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl[CH:25](Cl)[O:26]C.C([O-])([O-])=O.[K+].[K+]>C(Cl)Cl.CO.O>[CH3:19][N:17]([CH3:18])[CH2:16][CH2:15][CH2:14][N:12]1[C:11]2[CH:10]=[CH:9][C:8]([CH:25]=[O:26])=[CH:7][C:6]=2[C:5]2[C:13]1=[CH:1][CH:2]=[CH:3][CH:4]=2

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 21004Methane, dichloromethoxy-HCID 30316Carbazole, 9-(3-(dimethylamino)propyl)-HCID 6451240Aluminum(III) Chloride

生成物 1

HCID 21087562HCID 21087562、化合物収率 81%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

A 100-mL round-bottomed flask was charged with a solution of 3-(9H-carbazol-9-yl)-N,N-dimethylpropan-1-amine (500 mg, 1.98 mmol, 1.00 equiv) in DCM (10 mL), aluminum (III) chloride (550 mg, 4.17 mmol, 2.00 equiv), dichloro(methoxy)methane (0.24 mL, 1.10 equiv), water (10 mL) and K2CO3 (20 mL). The resulting mixture was stirred at 0° C. for 20 hours. The reaction progress was monitored by TLC (DCM: MeOH=10:1). Upon completion, the resulting solution was extracted with ethyl acetate (3×30 mL). Combined organic layers were dried over anhydrous sodium sulfate and concentrated on a rotary evaporator affording 9-(3-(dimethylamino)propyl)-9H-carbazole-3-carbaldehyde as yellow oil (0.45 g, 81%).

後処理

  1. extractionUpon completion, the resulting solution was extracted with ethyl acetate (3×30 mL)
  2. dry with materialCombined organic layers were dried over anhydrous sodium sulfate
  3. concentrationconcentrated on a rotary evaporator

出典と根拠

ORDレコード
ord-a2e075ffd212454cac68fac13649508c
出典データセット
uspto-grants-2011_12
特許番号
US08080566B1

反応ノート

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