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Water → 2-Hydroxy-5-nitroindane

HRID 1422847
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HRID 1422847 반응식
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[CH2:9][C:8](=[O:13])[CH2:7]2)([O-:3])=[O:2].[BH4-].[Na+].O>CCO.CC(O)C>[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH:8]([OH:13])[CH2:7]2)([O-:3])=[O:2]
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참가 물질

5

반응물 3

HCID 962WaterHCID 15020665-Nitro-2-indanoneHCID 4311764Sodium borohydride

생성물 1

HCID 36859272-Hydroxy-5-nitroindane수율 83.2%

시약·촉매·용매 1

HCID 22179027Isopropanol ethanol용매

실험 절차

5-nitro-2-indanone (5.3 g, 30 mmol) was dissolved in EtOH: i-PrOH (1:1, 150 mL). NaBH4 (1.7 g, 45 mmol) was added portion by portion at room temperature. The reaction mixture was stirred at r.t for additional 30 min and water was added at 0° C. (ice-water bath). The reaction mixture was extracted with EtOAc (100 mL×3) and the combined organic layers were washed with water and brine and dried over Na2SO4. Purification of the concentrated crude product by column chromatography (EtOAc:Hexane=4:6) afforded the title product as a pale yellow oil (4.47 g, 83%).

후처리

  1. extractionThe reaction mixture was extracted with EtOAc (100 mL×3)
  2. washthe combined organic layers were washed with water and brine
  3. dry with materialdried over Na2SO4
  4. customPurification of the
  5. concentrationconcentrated crude product by column chromatography (EtOAc:Hexane=4:6)

출처 및 근거

ORD 기록
ord-4d9bd03370604442bfe5fe16b9383313
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08927548B2

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