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

HRID 2111909노트

반응식

HRID 2111909 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-6342d96a9299461fa7d52d15ce255568
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07521462B2

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