Water → HCID 66618711, 화합물

HRID 406337노트

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HRID 406337 반응식
C1(P(C2C=CC=CC=2)C2C=CC3C(=CC=CC=3)C=2C2C3C(=CC=CC=3)C=CC=2P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O.[F:48][C:49]([F:60])([F:59])[C:50]1[CH:51]=[C:52](B(O)O)[CH:53]=[CH:54][CH:55]=1.[O:61]1[CH2:66][CH2:65][CH:64]=[CH:63][C:62]1=[O:67]>O1CCOCC1>[F:48][C:49]([F:60])([F:59])[C:50]1[CH:51]=[C:52]([CH:64]2[CH2:65][CH2:66][O:61][C:62](=[O:67])[CH2:63]2)[CH:53]=[CH:54][CH:55]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 5206605,6-Dihydro-2H-pyran-2-oneHCID 634876Binap, (A+-)-HCID 27343883-(Trifluoromethyl)phenylboronic acid

생성물 1

HCID 66618711HCID 66618711, 화합물

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

(Acetylacetonato)bis(ethylene)rhodium (I) (180 mg) was dissolved in 1,4-dioxane (144 mL). Racemic BINAP (2,2′-bis(diphenylphosphino)-1,1′-binaphthalene) (867 mg) was added at room temperature, followed by stirring for 30 minutes. Subsequently, water (14.4 mL) and 3-(trifluoromethyl)phenylboronic acid (5.29 g) were added, followed by stirring for 10 minutes. Then, 5,6-dihydro-2H-pyran-2-one (2 mL) was added and the mixture was reacted at 100° C. for 12 hours. The reaction solution was partitioned with ethyl acetate and water. Then, the organic layer was washed with a saturated sodium bicarbonate solution and dried over magnesium sulfate. Concentration under reduced pressure gave an oil. The oil was purified by silica gel column chromatography (mobile phase:ethyl acetate/heptane=0 to 60%) to obtain the title compound (2.5 g).

후처리

  1. stirringby stirring for 10 minutes
  2. customthe mixture was reacted at 100° C. for 12 hours
  3. customThe reaction solution was partitioned with ethyl acetate and water
  4. washThen, the organic layer was washed with a saturated sodium bicarbonate solution
  5. dry with materialdried over magnesium sulfate
  6. concentrationConcentration under reduced pressure
  7. customgave an oil
  8. customThe oil was purified by silica gel column chromatography (mobile phase:ethyl acetate/heptane=0 to 60%)

출처 및 근거

ORD 기록
ord-58efa0646ff245c384993606426da58e
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754100B2

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