Tetrapropylammonium → 1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde

HRID 2111909ノート

反応式

HRID 2111909 の反応式
[CH3:1][N:2]1[CH:6]=[C:5]([CH2:7][OH:8])[C:4]([C:9]([F:12])([F:11])[F:10])=[N:3]1.C[N+]1([O-])CCOCC1.C([N+](CCC)(CCC)CCC)CC>>[CH3:1][N:2]1[CH:6]=[C:5]([CH:7]=[O:8])[C:4]([C:9]([F:10])([F:11])[F:12])=[N:3]1

参加物

4

反応物 3

HCID 9559TetrapropylammoniumHCID 82029Methyl morpholine oxideHCID 21039553(1-Methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)methanol

生成物 1

HCID 533020711-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde収率 88%

実験手順

To a solution of 1-methyl-3-trifluoromethyl-1H-pyrazol-4-methanol (0.51 g, 2.83 mmol), N-methyl morpholine N-oxide (0.37 g, 3.16 mmol), and crushed, dried, and activated 4 Å sieves (1.5 g) in anhydrous dichloromethane (15 ml), is added tetrapropyl ammonium peruthenate (0.09 g, 0.26 mmol). The reaction mixture is stirred for one hour at room temperature, then filtered through a silica gel plug and eluted with ethyl acetate. The filtrate is concentrated in vacuo to give 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxaldehyde (0.44 g, 88%), which is used without further purification. 1H NMR (CDCl3): δ=9.92 (1H, s), 7.99 (1H, s), 4.00 (3H, s).

後処理

  1. customdried
  2. filtrationfiltered through a silica gel plug
  3. washeluted with ethyl acetate
  4. concentrationThe filtrate is concentrated in vacuo

出典と根拠

ORDレコード
ord-6342d96a9299461fa7d52d15ce255568
出典データセット
uspto-grants-2009_04
特許番号
US07521462B2

反応ノート

読み込み中…