Ammonium Chloride → HCID 18182236、化合物

HRID 1359362

反応式

HRID 1359362 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]([N:17]2[CH2:21][CH:20]=[CH:19][CH2:18]2)[N:12]=1.BrC1C=CC=C(N2CCCC2)N=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]([N:17]2[CH2:21][CH:20]=[CH:19][CH2:18]2)[N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 25517Ammonium ChlorideHCID 154702772-Bromo-6-(pyrrolidin-1-yl)pyridineHCID 18182355HCID 18182355、化合物HCID 178418336HCID 178418336、化合物

生成物 1

HCID 18182236HCID 18182236、化合物

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

72.3 ml of a tetrahydrofuran solution containing 1.07 mol of benzylmagnesium chloride was added dropwise into a mixture of 11.6 g of a mixture of 2-bromo-6-(3-pyrroline-1-yl)pyridine and 2-bromo-6-(pyrrolidine-1-yl)pyridine and 20 ml of tetrahydrofuran containing 1.4 g of 1,3-bis(diphenylphosphino)propanenickel(II) chloride over 10 minutes in an ice bath. After cooling at room temperature overnight, the reaction solution was poured into aqueous saturated ammonium chloride and extracted with ethyl acetate. The organic phase was washed with aqueous saturated sodium chloride and the solvent was removed. The residue was subjected to NH-silica gel (Fuji Silicia) column chromatography and eluted with hexane and then with hexane/ethyl acetate (20:1), to give 11.8 g of the title compound as a mixture with 2-benzyl-6-(pyrrolidine-1-yl)pyridine.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with aqueous saturated sodium chloride
  3. customthe solvent was removed
  4. washeluted with hexane

出典と根拠

ORDレコード
ord-17112d273d1749f8ab8152601b38eabf
出典データセット
uspto-grants-2003_07
特許番号
US06599917B1

関連ノート

読み込み中…