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Water → HCID 22025460, 화합물

HRID 1792932
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HRID 1792932 반응식
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[C:5]2[C:10](=[O:11])[N:9]([CH2:12][CH:13]([CH3:15])[CH3:14])[C:7](=[O:8])[C:6]2=[CH:16][CH:17]=1.O>CO.[BH4-].[K+]>[F:18][C:2]([F:1])([F:19])[C:3]1[CH:4]=[C:5]2[C:6]([CH:7]([OH:8])[N:9]([CH2:12][CH:13]([CH3:14])[CH3:15])[C:10]2=[O:11])=[CH:16][CH:17]=1.[F:18][C:2]([F:1])([F:19])[C:3]1[CH:4]=[C:5]2[C:6](=[CH:16][CH:17]=1)[C:7](=[O:8])[N:9]([CH2:12][CH:13]([CH3:14])[CH3:15])[CH:10]2[OH:11]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 962WaterHCID 22025506HCID 22025506, 화합물

생성물 2

HCID 22025449HCID 22025449, 화합물HCID 22025460HCID 22025460, 화합물수율 160.8%

시약·촉매·용매 2

HCID 887Methanol용매HCID 4192641Potassium borohydride용매

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온도
20 °C

실험 절차

5-Trifluoromethyl-3-hydroxy-2-isobutyl-2,3-dihydroisoindol-1-one and 6-trifluoromethyl-3-hydroxy-2-isobutyl-2,3-dihydroisoindol-1-one are prepared as described in Example 1, starting with 14.9 g of 4-trifluoromethyl-N-isobutylphthalimide in 300 cm3 of methanol and 2.96 g of potassium borohydride. The reaction mixture is stirred at a temperature in the region of 20° C. for 16 hours and then cooled to a temperature in the region of 0° C. and 100 cm3 of distilled water are added dropwise. The methanol is then partially evaporated off under reduced pressure (2 kPa) at a temperature in the region of 40° C. The aqueous phase is extracted 3 times with 200 cm3 of ethyl acetate. The organic extracts are combined, washed with 300 cm3 of saturated sodium chloride solution, dried over magnesium sulfate, filtered and then concentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C. 12.07 g of 5-trifluoromethyl-3-hydroxy-2-isobutyl-2,3-dihydroisoindol-1-one and 6-trifluoromethyl-3-hydroxy-2-isobutyl-2,3-dihydroisoindol-1-one are thus obtained in the form of a white powder. (Rf=0.64, thin layer chromatography on silica gel, eluent: cyclohexane/ethyl acetate (50/50 by volume)).

후처리

  1. additionare added dropwise
  2. customThe methanol is then partially evaporated off under reduced pressure (2 kPa) at a temperature in the region of 40° C
  3. extractionThe aqueous phase is extracted 3 times with 200 cm3 of ethyl acetate
  4. washwashed with 300 cm3 of saturated sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C

출처 및 근거

ORD 기록
ord-80a11acd650b4e7eab47616b569985b3
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07078428B2

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