9-ethyl-9H-carbazole-3-carbaldehyde → (E)-9-Ethyl-3-(4-(triphenylen-2-yl)styryl)-9H-carbazole

HRID 871821노트

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HRID 871821 반응식
[CH:1]1[C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][C:2]=1[C:19]1[CH:33]=[CH:32][C:22]([CH2:23]P(=O)(OCC)OCC)=[CH:21][CH:20]=1.[CH2:34]([N:36]1[C:48]2[CH:47]=[CH:46][C:45]([CH:49]=O)=[CH:44][C:43]=2[C:42]2[C:37]1=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH3:35].CC(C)([O-])C.[K+]>C1COCC1>[CH2:34]([N:36]1[C:48]2[CH:47]=[CH:46][C:45](/[CH:49]=[CH:23]/[C:22]3[CH:32]=[CH:33][C:19]([C:2]4[CH:3]=[CH:4][C:5]5[C:6]6[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=6)[C:12]6[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=6)[C:18]=5[CH:1]=4)=[CH:20][CH:21]=3)=[CH:44][C:43]=2[C:42]2[C:37]1=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH3:35]

참가 물질

5

반응물 3

HCID 820559-ethyl-9H-carbazole-3-carbaldehydeHCID 23665647Potassium tert-butoxideHCID 86675394Diethyl 4-(triphenylen-2-yl)benzylphosphonate

생성물 1

HCID 86675395(E)-9-Ethyl-3-(4-(triphenylen-2-yl)styryl)-9H-carbazole수율 78%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

Compound E (100 mg, 0.22 mmol) or E1 and N-ethylcarbazole-3-carboxaldehyde) (59 mg, 0.26 mmol) and dry THF (10 ml) were charged in two-necked bottle in an ice bath, potassium-tert-butoxide (49 mg, 0.44 mmol) in dry THF (10 ml) was added under nitrogen. The reaction mixture was stirred for 15 min at 0° C., followed by 1 h at room temperature. The solution mixture was extracted with ethyl acetate and washed with water. The combined organic layers were dried over MgSO4 and the solvent removed under reduced pressure to afford a crude product that was purified by sublimating at a temperature of 260° C. to obtain TSCz (90 mg, yield=78%) as yellow solid.

후처리

  1. waitfollowed by 1 h at room temperature
  2. extractionThe solution mixture was extracted with ethyl acetate
  3. washwashed with water
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-34003f5c160e48fc962726a91bea3525
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08974920B2

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