Formic Acid → 3,3,4,4,4-pentafluorobutan-2-yl 4-((4-hydroxy-2-oxo-2H-chromen-3-yl)methyl)benzoate

HRID 852842

반응식

HRID 852842 반응식
C(O)=O.[OH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[O:8][C:7](=[O:15])[CH:6]=1.[CH:16]([C:18]1[CH:35]=[CH:34][C:21]([C:22]([O:24][CH:25]([C:27]([F:33])([F:32])[C:28]([F:31])([F:30])[F:29])[CH3:26])=[O:23])=[CH:20][CH:19]=1)=O.C(N(CC)CC)C>C(OCC)(=O)C>[OH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[O:8][C:7](=[O:15])[C:6]=1[CH2:16][C:18]1[CH:19]=[CH:20][C:21]([C:22]([O:24][CH:25]([C:27]([F:32])([F:33])[C:28]([F:30])([F:31])[F:29])[CH3:26])=[O:23])=[CH:34][CH:35]=1

참가 물질

6

반응물 4

HCID 284Formic AcidHCID 8471TriethylamineHCID 546829304-HydroxycoumarinHCID 58930722HCID 58930722, 화합물

생성물 1

HCID 587609933,3,4,4,4-pentafluorobutan-2-yl 4-((4-hydroxy-2-oxo-2H-chromen-3-yl)methyl)benzoate수율 60%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
140 °C

실험 절차

Formic acid (35.8 ml) was added to 4-Hydroxycoumarin (15.8 g, 97.5 mmol) and aldehyde 3 (28.9 g, 97.6 mmol). Triethylamine (43 ml) was added (exothermic) at 0° C. It was warmed to 140° C. and stirred for 4 h at this temperature. The yellow solution was cooled to rt, ethyl acetate was added, it was washed with 1 N HCl and brine, it was dried over Na2SO4 and the solvent was removed. The slightly yellow solid was recrystallized from ethylacetate to yield the title compound as a white solid in 98% purity (60% yield).

후처리

  1. temperatureThe yellow solution was cooled to rt
  2. washit was washed with 1 N HCl and brine, it
  3. dry with materialwas dried over Na2SO4
  4. customthe solvent was removed
  5. customThe slightly yellow solid was recrystallized from ethylacetate

출처 및 근거

ORD 기록
ord-e4f7899bcd494527998cdc8695f7a6b3
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07253208B2

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