Potassium Carbonate → HCID 21087562, 화합물

HRID 659641노트

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HRID 659641 반응식
[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

참가 물질

8

반응물 4

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

생성물 1

HCID 21087562HCID 21087562, 화합물수율 81%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-a2e075ffd212454cac68fac13649508c
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08080566B1

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