Phosphorus tribromide → 1-[2-(4-bromomethylphenyl)-ethyl]-4-(furan-3-ylmethoxy)-1H-pyridin-2-one

HRID 564117ノート

反応式

HRID 564117 の反応式
[O:1]1[CH:5]=[CH:4][C:3]([CH2:6][O:7][C:8]2[CH:13]=[CH:12][N:11]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([CH2:22]O)=[CH:18][CH:17]=3)[C:10](=[O:24])[CH:9]=2)=[CH:2]1.P(Br)(Br)[Br:26]>C(Cl)Cl>[Br:26][CH2:22][C:19]1[CH:20]=[CH:21][C:16]([CH2:15][CH2:14][N:11]2[CH:12]=[CH:13][C:8]([O:7][CH2:6][C:3]3[CH:4]=[CH:5][O:1][CH:2]=3)=[CH:9][C:10]2=[O:24])=[CH:17][CH:18]=1

参加物

4

反応物 2

HCID 24614Phosphorus tribromideHCID 670075744-(Furan-3-ylmethoxy)-1-[2-(4-hydroxymethyl-phenyl)-ethyl]-1H-pyridin-2-one

生成物 1

HCID 670069631-[2-(4-bromomethylphenyl)-ethyl]-4-(furan-3-ylmethoxy)-1H-pyridin-2-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To 220 mg (0.68 mmol) 4-(furan-3-ylmethoxy)-1-[2-(4-hydroxymethyl-phenyl)-ethyl]-1H-pyridin-2-one (example 5.1a) in 8.0 mL of DCM is added at 0° C. 44 μL (0.47 mmol) phosphorus tribromide. After warming to RT, the mixture is stirred 2 h at RT and is diluted with ice water. The layers are separated, the aqueous phase is extracted three times with DCM/MeOH. The combined organic phase is dried over MgSO4, filtered and the solvent is evaporated to afford the product.

後処理

  1. customThe layers are separated
  2. extractionthe aqueous phase is extracted three times with DCM/MeOH
  3. dry with materialThe combined organic phase is dried over MgSO4
  4. filtrationfiltered
  5. customthe solvent is evaporated
  6. customto afford the product

出典と根拠

ORDレコード
ord-1f24ffce4a2b4d2490dbfa1d97f9b1e1
出典データセット
uspto-grants-2011_11
特許番号
US08067590B2

反応ノート

読み込み中…