Water → 9-ethyl-9H-carbazole-3,6-dicarbaldehyde

HRID 1378964

반응식

HRID 1378964 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([N:9]1[C:21]2[CH:20]=[CH:19][C:18]([C:22](O)=[O:23])=[CH:17][C:16]=2[C:15]2[C:10]1=[CH:11][CH:12]=[C:13]([C:25](O)=[O:26])[CH:14]=2)[CH3:8].[H-].O>C1COCC1.ClCCl.[O-2].[O-2].[Mn+4]>[CH:25]([C:13]1[CH:12]=[CH:11][C:10]2[N:9]([CH2:7][CH3:8])[C:21]3[C:16]([C:15]=2[CH:14]=1)=[CH:17][C:18]([CH:22]=[O:23])=[CH:19][CH:20]=3)=[O:26]

참가 물질

8

반응물 4

HCID 962WaterHCID 166653HydrideHCID 37979149-ethyl-9H-carbazole-3,6-dicarboxylic acidHCID 21226445Aluminium lithium hydride

생성물 1

HCID 37166759-ethyl-9H-carbazole-3,6-dicarbaldehyde

시약·촉매·용매 3

HCID 178418406HCID 178418406, 화합물촉매2회HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

LiAlH4 (2.15 g, 56.3 mmol) is added portionwise to a suspension of N-ethylcarbazole-3,6-dicarboxylic acid (5.7 g, 20.12 mmol) in 160 ml of anhydrous THF cooled to 0° C. The suspension is stirred for 1 h 30 min at room temperature and then 1 hour under reflux. After cooling to 0° C., the excess hydride is hydrolyzed with a little water and the salts are filtered off. The filtrate is evaporated to dryness and dried under vacuum to give a yellow solid. The latter is suspended in dichloromethane in the presence of activated manganese dioxide (4 g, 15.16 mmol), and the mixture is stirred overnight at room temperature. 4 g of activated manganese dioxide are added and the mixture is stirred for a further 24 h. The suspension is filtered and the filtrate is evaporated under vacuum to give the expected product.

후처리

  1. temperature1 hour under reflux
  2. temperatureAfter cooling to 0° C.
  3. filtrationthe salts are filtered off
  4. customThe filtrate is evaporated to dryness
  5. customdried under vacuum
  6. customto give a yellow solid
  7. stirringthe mixture is stirred overnight at room temperature
  8. stirringthe mixture is stirred for a further 24 h
  9. filtrationThe suspension is filtered
  10. customthe filtrate is evaporated under vacuum

출처 및 근거

ORD 기록
ord-e00299b5658d48bd9d89bd319d5dee5b
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05670493

연결된 노트

불러오는 중…