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N-cyclopropylmethylphthalimide → 3-Hydroxy-2-cyclopropylmethyl-2,3-dihydroisoindol-1-one

HRID 1792910
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HRID 1792910 반응식
[CH:1]1([CH2:4][N:5]2[C:9](=[O:10])[C:8]3=[CH:11][CH:12]=[CH:13][CH:14]=[C:7]3[C:6]2=[O:15])[CH2:3][CH2:2]1>CO.[BH4-].[K+].ClCCl>[OH:10][CH:9]1[C:8]2[C:7](=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:6](=[O:15])[N:5]1[CH2:4][CH:1]1[CH2:2][CH2:3]1
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참가 물질

5

반응물 1

HCID 4121050N-cyclopropylmethylphthalimide

생성물 1

HCID 179664273-Hydroxy-2-cyclopropylmethyl-2,3-dihydroisoindol-1-one수율 94.4%

시약·촉매·용매 3

HCID 887Methanol용매HCID 6344Dichloromethane용매HCID 4192641Potassium borohydride용매

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온도
20 °C

실험 절차

3-Hydroxy-2-cyclopropylmethyl-2,3-dihydroisoindol-1-one is prepared as described in Example 1, starting with 4.3 g of N-cyclopropylmethylphthalimide in 40 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 the solid obtained is then taken up in dichloromethane and concentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C. 4.1 g of 3-hydroxy-2-cyclopropylmethyl-2,3-dihydroisoindol-1-one are thus obtained in the form of a white powder (Rf=0.38, thin layer chromatography on silica gel, eluent: cyclohexane/ethyl acetate (50/50 by volume)).

후처리

  1. custom3-Hydroxy-2-cyclopropylmethyl-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. customthe solid obtained
  8. concentrationconcentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C

출처 및 근거

ORD 기록
ord-ecd23f1631294a80b9563074134158aa
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07078428B2

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