N-Ethylphthalimide → 2-ethyl-3-hydroxy-1,3-dihydro-2H-isoindol-1-one

HRID 733216

反応式

HRID 733216 の反応式
[CH2:1]([N:3]1[C:7](=[O:8])[C:6]2=[CH:9][CH:10]=[CH:11][CH:12]=[C:5]2[C:4]1=[O:13])[CH3:2]>CO.[BH4-].[K+]>[OH:8][CH:7]1[C:6]2[C:5](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:4](=[O:13])[N:3]1[CH2:1][CH3:2]

参加物

4

反応物 1

HCID 21120N-Ethylphthalimide

生成物 1

HCID 153059102-ethyl-3-hydroxy-1,3-dihydro-2H-isoindol-1-one収率 47%

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

3-Hydroxy-2-ethyl-2,3-dihydroisoindol-1-one is prepared as described in Example 1, starting with 4.0 g of N-ethylphthalimide in 20 cm3 of methanol and 1.2 g of potassium borohydride. The reaction mixture is stirred at a temperature in the region of 20° C. for 20 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 and then washed with cold water. The methanol is then partially evaporated from the filtrate under reduced pressure (2 kPa) at a temperature in the region of 35° C., and the residue is cooled to 0° C. The second precipitate thus obtained is filtered off and then washed with cold water. The two fractions of solid are dried under reduced pressure (2 kPa) at a temperature in the region of 35° C. 1.9 g of 3-hydroxy-2-ethyl-2,3-dihydroisoindol-1-one are thus obtained in the form of a flaky white powder. (Rf=0.5, thin layer chromatography on silica gel, eluent: cyclohexane/ethyl acetate (30/70 by volume)).

後処理

  1. custom3-Hydroxy-2-ethyl-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. customThe methanol is then partially evaporated from the filtrate under reduced pressure (2 kPa) at a temperature in the region of 35° C.
  9. temperaturethe residue is cooled to 0° C
  10. customThe second precipitate thus obtained
  11. filtrationis filtered off
  12. washwashed with cold water
  13. customThe two fractions of solid are dried under reduced pressure (2 kPa) at a temperature in the region of 35° C

出典と根拠

ORDレコード
ord-7539f4e08ff74215a8cb335e7b8b9f2b
出典データセット
uspto-grants-2009_09
特許番号
US07589117B2

関連ノート

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