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

HRID 1359381

反応式

HRID 1359381 の反応式
[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

参加物

6

反応物 3

HCID 25517Ammonium ChlorideHCID 181824552-Bromo-6-(2-ethoxyethoxy)pyridineHCID 178418336HCID 178418336、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 21654969Diphenylphosphane;diphenyl(propan-2-yl)phosphane;nickel;chloride触媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cb6d21e19be948e0a7558a6ff7dd6523
出典データセット
uspto-grants-2003_07
特許番号
US06599917B1

関連ノート

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