Trifluoroacetic acid → 5-(4-Fluorophenyl)-1-methyl-1H-pyrazole-3-carboxaldehyde

HRID 271298노트

반응식

HRID 271298 반응식
C[O:2][CH:3](OC)[C:4]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[N:6]([CH3:16])[N:5]=1.FC(F)(F)C(O)=O>O>[F:15][C:12]1[CH:11]=[CH:10][C:9]([C:7]2[N:6]([CH3:16])[N:5]=[C:4]([CH:3]=[O:2])[CH:8]=2)=[CH:14][CH:13]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 586948315-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-carboxaldehyde dimethyl acetal

생성물 1

HCID 288086345-(4-Fluorophenyl)-1-methyl-1H-pyrazole-3-carboxaldehyde

시약·촉매·용매 1

HCID 962Water용매

실험 절차

The compound from Step 1 (9 g) was treated with trifluoroacetic acid (30 mL) and water (30 mL). The trifluoacetic acid was removed in vacuo and the reaction mixture partitioned between ethyl acetate and saturated sodium bicarbonate. The organic layer was washed with saturated sodium bicarbonate (×2), brine and dried over MgSO4. The solvent was removed in vacuo to give a yellow oil which was crystallised from ethyl acetate/hexanes to give the title compound. 4.6 g 1H NMR (360, CDCl3) δ 9.97 (s, 1H), 7.38 (m, 2H), 7.20 (m, 2H), 6.80 (s, 1H), 3.95 (s, 3H).

후처리

  1. customThe trifluoacetic acid was removed in vacuo
  2. customthe reaction mixture partitioned between ethyl acetate and saturated sodium bicarbonate
  3. washThe organic layer was washed with saturated sodium bicarbonate (×2), brine
  4. dry with materialdried over MgSO4
  5. customThe solvent was removed in vacuo
  6. customto give a yellow oil which
  7. customwas crystallised from ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-787cd75cd0f34556a74a0182bef58d23
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452899B2

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