3-fluoro-N-isobutylphthalimide → 4-Fluoro-3-hydroxy-2-isobutyl-2,3-dihydroisoindol-1-one

HRID 1792940노트

반응식

HRID 1792940 반응식
[F:1][C:2]1[CH:16]=[CH:15][CH:14]=[C:4]2[C:5]([N:7]([CH2:10][CH:11]([CH3:13])[CH3:12])[C:8](=[O:9])[C:3]=12)=[O:6]>CO.[BH4-].[K+]>[F:1][C:2]1[CH:16]=[CH:15][CH:14]=[C:4]2[C:3]=1[CH:8]([OH:9])[N:7]([CH2:10][CH:11]([CH3:12])[CH3:13])[C:5]2=[O:6]

참가 물질

4

반응물 1

HCID 220255003-fluoro-N-isobutylphthalimide

생성물 1

HCID 220254484-Fluoro-3-hydroxy-2-isobutyl-2,3-dihydroisoindol-1-one수율 88.9%

시약·촉매·용매 2

HCID 887Methanol용매HCID 4192641Potassium borohydride용매

반응 조건

온도
20 °C

실험 절차

4-Fluoro-3-hydroxy-2-isobutyl-2,3-dihydroisoindol-1-one is prepared as described in Example 1 starting with 3.9 g of 3-fluoro-N-isobutylphthalimide in 20 cm3 of methanol and 0.95 g of potassium borohydride. The reaction mixture is stirred at a temperature in the region of 20° C. for 19 hours and is then cooled to a temperature in the region of 0° C. and distilled water is added dropwise. The precipitate obtained is filtered off, washed with cold water and then dried in a desiccator under reduced pressure (2 kPa) at a temperature in the region of 20° C. 3.5 g of 4-fluoro-3-hydroxy-2-isobutyl-2,3-dihydroisoindol-1-one are thus obtained in the form of a sticky white powder. (Rf=0.36, thin layer chromatography on silica gel, eluent: cyclohexane/ethyl acetate (60/40 by volume)).

후처리

  1. custom4-Fluoro-3-hydroxy-2-isobutyl-2,3-dihydroisoindol-1-one is prepared
  2. temperatureis then cooled to a temperature in the region of 0° C.
  3. distillationdistilled water
  4. additionis added dropwise
  5. customThe precipitate obtained
  6. filtrationis filtered off
  7. washwashed with cold water
  8. customdried in a desiccator under reduced pressure (2 kPa) at a temperature in the region of 20° C

출처 및 근거

ORD 기록
ord-eca74393ec4e4c3fb8f3921e68fd6d01
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07078428B2

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