Formaldehyde → 5-Difluoromethoxy-4-hydroxymethyl-1-phenyl-3-trifluoromethylpyrazole

HRID 1159491

반응식

HRID 1159491 반응식
[OH:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([C:13]([F:16])([F:15])[F:14])[CH:3]=1.[CH2:17]=[O:18].C(#N)C.Cl[CH:23]([F:25])[F:24]>[OH-].[K+]>[F:24][CH:23]([F:25])[O:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([C:13]([F:16])([F:15])[F:14])[C:3]=1[CH2:17][OH:18]

참가 물질

6

반응물 4

HCID 712FormaldehydeHCID 6342AcetonitrileHCID 6372ChlorodifluoromethaneHCID 178516151HCID 178516151, 화합물

생성물 1

HCID 667187995-Difluoromethoxy-4-hydroxymethyl-1-phenyl-3-trifluoromethylpyrazole수율 84.9%

시약·촉매·용매 1

HCID 14797Potassium Hydroxide용매2회

실험 절차

22.8 g (0.10 mole) of the 5-hydroxy-1-phenyl-3-trifluoromethylpyrazole synthesized in Reference Example 2 was dissolved in 35.0 g (0.15 mole) of a 24% aqueous potassium hydroxide solution. To the solution being stirred at room temperature was dropwise added 9.7 g (0.12 mole) of a 37% formalin solution, followed by stirring at the same temperature for 1 hour. Then, there were added 70.0 g (0.3 mole) of a 24% aqueous potassium hydroxide solution and 100 ml of acetonitrile. Therein was blown 17.3 g (0.20 mole) of chlorodifluoromethane at room temperature in 2 hours, followed by stirring at room temperature for 2 hours to give rise to a reaction. After the reaction, the organic layer which appeared by phase separation, was concentrated under reduced pressure to obtain 28.0 g (purity: 93.6%, yield: 84.9%) of a crude solution of title compound. The crude solution was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1) to obtain a title compound as white crystals.

후처리

  1. stirringby stirring at the same temperature for 1 hour
  2. customat room temperature
  3. customin 2 hours
  4. stirringby stirring at room temperature for 2 hours
  5. customto give rise
  6. customto a reaction
  7. customAfter the reaction
  8. customthe organic layer which appeared by phase separation
  9. concentrationwas concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-caa37e596467426395c56555ead380ee
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812175B2

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