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Hydrochloric Acid → HCID 11578069, 화합물

HRID 2194313
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HRID 2194313 반응식
Br[C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl.CN(C)CC(O)=O.C(=O)([O-])[O-].[Cs+].[Cs+].[CH3:25][C:26]1[O:30][C:29]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[N:28][C:27]=1[CH2:37][O:38][C:39]1[CH:59]=[CH:58][C:42]([CH2:43][N:44]2[C:56]3[CH:55]=[CH:54][CH:53]=[C:52]([OH:57])[C:51]=3[C:50]3[C:45]2=[CH:46][CH:47]=[CH:48][CH:49]=3)=[CH:41][C:40]=1[O:60][CH3:61].Cl>[Cu](I)I.O1CCOCC1>[CH3:61][O:60][C:40]1[CH:41]=[C:42]([CH:58]=[CH:59][C:39]=1[O:38][CH2:37][C:27]1[N:28]=[C:29]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[O:30][C:26]=1[CH3:25])[CH2:43][N:44]1[C:56]2[CH:55]=[CH:54][CH:53]=[C:52]([O:57][C:2]3[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=3[C:4]([OH:6])=[O:5])[C:51]=2[C:50]2[C:45]1=[CH:46][CH:47]=[CH:48][CH:49]=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 69402-Bromobenzoic acidHCID 10796Cesium carbonateHCID 75605N,N-Dimethylglycine hydrochlorideHCID 59571732HCID 59571732, 화합물

생성물 1

HCID 11578069HCID 11578069, 화합물

시약·촉매·용매 2

HCID 83717
Copper iodide
촉매
HCID 312751,4-Dioxane용매

실험 절차

3.53 g of 2-bromobenzoic acid, 2.23 g of copper iodide, 1.63 g of N,N-dimethylglycine hydrochloride, and 15.2 g of cesium carbonate were added to 1,4-dioxane (50 mL) suspension of 5.74 g of 9-{4-[(5-methyl-2-phenyloxazole-4-yl)methoxy]-3-methoxybenzyl}-9H-carbazole-4-ol, and refluxed overnight. 1 N hydrochloric acid was added to the reaction mixture, extracted with ethyl acetate, and washed with brine. The extract was dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated in vacuo, the residue was purified by silica gel chromatography (ethyl acetate:n-hexane=2:1), and 1.4 g of the subject compound was prepared as white crystal.

후처리

  1. temperaturerefluxed overnight
  2. extractionextracted with ethyl acetate
  3. washwashed with brine
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. filtrationAfter filtration
  6. concentrationthe filtrate was concentrated in vacuo
  7. customthe residue was purified by silica gel chromatography (ethyl acetate:n-hexane=2:1), and 1.4 g of the subject compound
  8. customwas prepared as white crystal

출처 및 근거

ORD 기록
ord-2a5276703b24407ca02f620baccc7dde
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08329913B2

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