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Potassium Carbonate → HCID 22648134, 화합물

HRID 394186
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HRID 394186 반응식
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][NH2:8])=[CH:5][CH:4]=1.[Br:11][C:12]1[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[C:14]([Br:21])[C:13]=1[CH2:22]Br.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Br:11][C:12]1[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[C:14]([Br:21])[C:13]=1[CH2:22][NH:8][CH2:7][C:6]1[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 754524-MethoxybenzylamineHCID 22648021HCID 22648021, 화합물

생성물 1

HCID 22648134HCID 22648134, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4-methoxybenzylamine (2.15 g, 15.7 mmol) was added to a solution of 1,3-dibromo-2-(bromomethyl)-5-nitrobenzene (4.91 g, 13.1 mmol) in DMF (100 mL) under nitrogen at rt. K2CO3 (1.99 g, 14.4 mmol) was then added and the reaction mixture was stirred at rt overnight. The reaction mixture was quenched with 500 mL of water, and extracted with ethyl acetate (3×150 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. The product was purified by flash chromatography on Biotage 40M columns, eluting with 90:10 hexanes-ethyl acetate to provide N-(2,6-dibromo-4-nitrobenzyl)-N-(4-methoxybenzyl)amine as a red viscous liquid. 1H NMR (500 MHz, CDCl3): δ 3.81 (d, J=3.6 Hz, 4H); 4.20 (s, 3H); 6.88 (d, J=8.4 Hz, 2H); 7.27 (d, J=5.9 Hz, 2H); 8.40 (s, 2H).

후처리

  1. customThe reaction mixture was quenched with 500 mL of water
  2. extractionextracted with ethyl acetate (3×150 mL)
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe product was purified by flash chromatography on Biotage 40M columns
  7. washeluting with 90:10 hexanes-ethyl acetate

출처 및 근거

ORD 기록
ord-7740d8caf48c464882b75820ec3d97c9
출처 데이터셋
uspto-grants-2004_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06809199B2

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