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tert-Butanol → HCID 86684754, 화합물

HRID 1408874
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HRID 1408874 반응식
C([C:4]1[CH:5]=[C:6]([F:11])[C:7]([Cl:10])=[N:8][CH:9]=1)C=C.CC[C@@H]1[C@@H]2C[C@H]([C@@H](OC3C4C(=CC=CC=4)C(O[C@@H](C4C=CN=C5C=4C=C(OC)C=C5)[C@@H]4N5C[C@H](CC)[C@@H](CC5)C4)=NN=3)C3C=CN=C4C=3C=C([O:33]C)C=C4)N(CC2)C1.[C:70]([OH:74])(C)([CH3:72])[CH3:71]>O>[Cl:10][C:7]1[N:8]=[CH:9][C:4]([CH2:71][C@@H:70]([OH:74])[CH2:72][OH:33])=[CH:5][C:6]=1[F:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6386tert-ButanolHCID 112172021,4-Bis(dihydroquinidine)phthalazineHCID 86684751HCID 86684751, 화합물

생성물 1

HCID 86684754HCID 86684754, 화합물수율 98%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of 2 (2.7 g, 16.2 mmol) in t-butanol (80 mL) and H2O (80 mL), AD-mix-beta (27.8 g) was added portion wise at 5° C. The reaction was slowly warmed to room temperature and further stirred at this temperature for 16 hrs. The reaction mixture was cooled down to 5° C. and then quenched by adding excess sodium sulfite and stirred for 20 min. The resulting mixture was diluted with water (100 mL) and extracted with ethyl acetate (100 mL×2). The organic layers were combined which was washed with brine, dried over Na2SO4, and concentrated. The obtained residue was chromatographed on silica gel eluted with hexane/ethyl acetate (20%-100%) to afford 3.2 g (98%) of 3 as a colorless oil which was slowly solidified.

후처리

  1. temperatureThe reaction mixture was cooled down to 5° C.
  2. customquenched
  3. additionby adding excess sodium sulfite
  4. stirringstirred for 20 min
  5. additionThe resulting mixture was diluted with water (100 mL)
  6. extractionextracted with ethyl acetate (100 mL×2)
  7. washwas washed with brine
  8. dry with materialdried over Na2SO4
  9. concentrationconcentrated
  10. customThe obtained residue was chromatographed on silica gel
  11. washeluted with hexane/ethyl acetate (20%-100%)

출처 및 근거

ORD 기록
ord-4f80ae91160045e991d6a37cb2db49ea
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08921373B2

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