Ammonium Chloride → 2-Benzyl-6-(2-ethoxyethyl)oxypyridine

HRID 1359381

반응식

HRID 1359381 반응식
[CH2:1]([Mg]Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH2:18][CH2:19][O:20][CH2:21][CH3:22])[N:12]=1.[Cl-].[NH4+]>CC(P(C1C=CC=CC=1)C1C=CC=CC=1)C.C1C=CC(PC2C=CC=CC=2)=CC=1.[Cl-].[Ni].O1CCCC1>[CH2:1]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH2:18][CH2:19][O:20][CH2:21][CH3:22])[N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 25517Ammonium ChlorideHCID 181824552-Bromo-6-(2-ethoxyethoxy)pyridineHCID 178418336HCID 178418336, 화합물

생성물 1

HCID 181822222-Benzyl-6-(2-ethoxyethyl)oxypyridine

시약·촉매·용매 2

HCID 21654969Diphenylphosphane;diphenyl(propan-2-yl)phosphane;nickel;chloride촉매HCID 8028Tetrahydrofuran용매2회

실험 절차

A 1.09 mol tetrahydrofuran solution containing benzylmagnesium chloride was slowly added dropwise into a mixture of 1 g of 2-bromo-6-(2-ethoxyethyl)oxypyridine, 145 mg of 1,3-bis(diphenylphosphino)propanenickel(II) chloride and 5 ml of tetrahydrofuran with stirring under ice-cooling in a nitrogen atmosphere. After stirring for 2.5 hours, an aqueous saturated ammonium chloride solution was added thereto and the mixture was extracted with ethyl acetate. The organic phase was further washed with brine, dried over anhydrous sodium sulfate and the solvent was removed. The residue was subjected to silica gel column chromatography using 5% ethyl acetate/hexane as an eluent for separation and purification, to give 1 g of the target compound.

후처리

  1. temperaturecooling in a nitrogen atmosphere
  2. stirringAfter stirring for 2.5 hours
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic phase was further washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customthe solvent was removed
  7. customfor separation and purification

출처 및 근거

ORD 기록
ord-cb6d21e19be948e0a7558a6ff7dd6523
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06599917B1

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