3-Hydroxybenzaldehyde → 3-(2,2-difluoroethoxy)benzaldehyde

HRID 594279ノート

反応式

HRID 594279 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].FC(F)(F)S(O[CH2:16][CH:17]([F:19])[F:18])(=O)=O.C([O-])([O-])=O.[Cs+].[Cs+].O>CN(C=O)C.CCOC(C)=O>[F:18][CH:17]([F:19])[CH2:16][O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6]

参加物

7

反応物 4

HCID 1013-HydroxybenzaldehydeHCID 962WaterHCID 10796Cesium carbonateHCID 27740892,2-Difluoroethyl trifluoromethanesulfonate

生成物 1

HCID 210714533-(2,2-difluoroethoxy)benzaldehyde

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of commercially available 3-hydroxybenzaldehyde (2.000 g; 16.40 mmol), 2,2-difluoroethyl trifluoromethanesulfonate (3.506 g; 16.40 mmol), and Cs2CO3 (8.004 g; 24.60 mmol) in anh. DMF (30 ml) was stirred at rt, under nitrogen, for 17 h. Water and AcOEt were added and the organic layer was washed with water, dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure affording 3-(2,2-difluoroethoxy)benzaldehyde as a yellow oil. LC-MS (conditions A): tR=0.67 min.; no ionisation.

後処理

  1. washthe organic layer was washed with water
  2. dry with materialdried over anh. MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-8a1a7b2c83ba4b5aaea350eca51a0eae
出典データセット
uspto-grants-2016_01
特許番号
US09242970B2

反応ノート

読み込み中…