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Potassium Carbonate → 5-Phenyl-5,6-dihydrophenanthridine

HRID 523446
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HRID 523446 반응식
Br[C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][C:3]=1[CH2:4][N:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.[Br-].C([N+](C)(C)C)C1C=CC=CC=1.CC(O)=O.CC(O)=O.[Pd]>[C:6]1([N:5]2[CH2:4][C:3]3[C:18](=[CH:19][CH:20]=[CH:21][CH:2]=3)[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]2=3)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1
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참가 물질

6

반응물 2

HCID 11430Potassium CarbonateHCID 85712531(2-Bromobenzyl)diphenylamine

생성물 1

HCID 143377485-Phenyl-5,6-dihydrophenanthridine

시약·촉매·용매 3

HCID 21449Benzyltrimethylammonium bromide촉매HCID 4144353Palladium (II) acetate촉매HCID 6228Dimethylformamide
용매

반응 조건

온도
120 °C

실험 절차

10 g (0.295 mol) of (2-bromobenzyl)diphenylamine are dissolved in 500 ml of dimethylformamide under protective atmosphere. 3.4 g (0.075 mol) of benzyltrimethylammonium bromide and 6.1 g (0.443 mol) of potassium carbonate are added to this solution. 0.99 g (0.004 mol) of Pd(OAC)2 is subsequently added under protective gas, and the mixture is stirred at 120° C. for 9 h. After this time, the reaction mixture is cooled to room temperature and extracted with dichloromethane. The combined organic phases are dried over Na2SO4 and evaporated. The residue is recrystallised from n-heptane. The yield is 6 g (80%).

후처리

  1. temperatureAfter this time, the reaction mixture is cooled to room temperature
  2. extractionextracted with dichloromethane
  3. dry with materialThe combined organic phases are dried over Na2SO4
  4. customevaporated
  5. customThe residue is recrystallised from n-heptane

출처 및 근거

ORD 기록
ord-495a6adf76a44be8ab73ccc2176b0f05
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09337430B2

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