Water → HCID 66618711、化合物

HRID 406337ノート

反応式

HRID 406337 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 66618711HCID 66618711、化合物

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

(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).

後処理

  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%)

出典と根拠

ORDレコード
ord-58efa0646ff245c384993606426da58e
出典データセット
uspto-grants-2014_06
特許番号
US08754100B2

反応ノート

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