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Hydrochloric Acid → HCID 59277605, 화합물

HRID 2097199
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HRID 2097199 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[CH3:11])[NH:7][C:6](C(O)=O)=[C:5]2[CH3:15].BrC1C(C)=C2C(=CC=1)NC(C(O)=O)=C2C.CCOCC.Cl>N1C2C(=CC=CC=2)C=CC=1.[Cu]>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[CH3:11])[NH:7][CH:6]=[C:5]2[CH3:15]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 59277568894853-35-1HCID 66967595HCID 66967595, 화합물

생성물 1

HCID 59277605HCID 59277605, 화합물수율 37%

시약·촉매·용매 2

HCID 23978Copper촉매
HCID 7047
Quinoline
용매

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온도
240 °C

실험 절차

A 1:1 mixture of 5-bromo-3,6-dimethyl-1H-indole-2-carboxylic acid and 5-bromo-3,4-dimethyl-1H-indole-2-carboxylic acid (4.39 g, 16.4 mmol) in quinoline (10 mL) with copper powder (250 mg) was stirred at 240° C. for 3 h to give the corresponding mixture of the decarboxylated products. Upon cooling, ether (200 mL) was added and the mixture acidified with 5N HCl. The layers were separated, the organics were washed with brine, dried and evaporated. Chromatography (silica, 15% CH2Cl2 in hexane) and crystallization from a CH2Cl2/hexane mixture afforded the title compound (1.35 g 37%). 1H NMR (300 MHz, CDCl3). 7.74 (s, 1H), 7.21 (is, 1H), 6.90 (s, 1H), 2.48 (s, 3H), 2.27 (s, 3H).

후처리

  1. customto give
  2. additionthe corresponding mixture of the decarboxylated products
  3. temperatureUpon cooling
  4. customThe layers were separated
  5. washthe organics were washed with brine
  6. customdried
  7. customevaporated
  8. customChromatography (silica, 15% CH2Cl2 in hexane) and crystallization from a CH2Cl2/hexane mixture

출처 및 근거

ORD 기록
ord-fa71248bb219462281d3a76ddae61759
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08450307B2

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