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Water → HCID 22025460、化合物

HRID 733242
ノート
印刷プレビュー

反応式

HRID 733242 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 962WaterHCID 22025506HCID 22025506、化合物

生成物 2

HCID 22025449HCID 22025449、化合物HCID 22025460HCID 22025460、化合物収率 160.8%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 4192641Potassium borohydride溶媒

反応条件

温度
20 °C

実験手順

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)).

後処理

  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

出典と根拠

ORDレコード
ord-5945786f16fa463c9987db542dd50a87
出典データセット
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07589117B2

反応ノート

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