Methanol → Methyl 2-(5-bromopyridin-3-yl)acetate

HRID 445767

反応式

HRID 445767 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[N:6][CH:7]=1.S(=O)(=O)(O)O.[CH3:17]O>>[CH3:17][O:10][C:9](=[O:11])[CH2:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=1

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 28025392-(5-Bromopyridin-3-yl)acetic acid

生成物 1

HCID 23398394Methyl 2-(5-bromopyridin-3-yl)acetate

実験手順

A mixture of (5-bromo-pyridin-3-yl)-acetic acid (ABCR, Karlsruhe, Germany, 4.54 mmol) and concentrated sulfuric acid (0.02 ml) in MeOH was refluxed for 13.5 h. The RM was concentrated, taken in EtOAc and sonicated. The organic layer was washed with saturated aqueous NaHCO3, with brine, dried over Na2SO4, filtered and evaporated to dryness to give the title compound as a brown oil. (HPLC: tR 2.21 min (Method A); M+H=230, 232 MS-ES)

後処理

  1. temperaturewas refluxed for 13.5 h
  2. concentrationThe RM was concentrated
  3. customsonicated
  4. washThe organic layer was washed with saturated aqueous NaHCO3, with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-f336233cdd9e4e0db0c80e3722d06f41
出典データセット
uspto-grants-2013_07
特許番号
US08476294B2

関連ノート

読み込み中…