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Sodium Bicarbonate → HCID 131731867, 화합물

HRID 527102
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HRID 527102 반응식
[CH3:1][O:2][N:3]=[C:4]1[C@@H:9]([CH:10]=[O:11])[CH2:8][C@H:7]2[CH2:12][C@@H:5]1[C:6]2([CH3:14])[CH3:13].[BH4-].[Na+].C([O-])(O)=O.[Na+]>CO>[CH3:1][O:2][N:3]=[C:4]1[C@@H:9]([CH2:10][OH:11])[CH2:8][C@H:7]2[CH2:12][C@@H:5]1[C:6]2([CH3:14])[CH3:13]
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참가 물질

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HCID 516892Sodium BicarbonateHCID 4311764Sodium borohydrideHCID 86667459(1R,3S,5R)-2-(methoxyimino)-6,6-dimethylbicyclo[3.1.1]heptane-3-carbaldehyde2회

생성물 1

HCID 131731867HCID 131731867, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of (1R,3S,5R)-2-(methoxyimino)-6,6-dimethylbicyclo[3.1.1]heptane-3-carbaldehyde, 77b, (0.70 g, 3.58 mmol) in methanol (15 mL) was added sodium borohydride (0.16 g, 4.30 mmol). After stirring at room temperature for 30 minutes, the reaction was diluted into aqueous saturated NaHCO3 solution and extracted with EtOAc. The organic phase was dried (MgSO4), filtered and concentrated in vacuo. The resulting residue was purified via silica gel chromatography (0-50% EtOAc/Hexanes gradient) to afford 330 mg of the desired alcohol as mixture of oxime isomers.

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후처리

  1. extractionextracted with EtOAc
  2. dry with materialThe organic phase was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe resulting residue was purified via silica gel chromatography (0-50% EtOAc/Hexanes gradient)

출처 및 근거

ORD 기록
ord-6b5ad5b1a8f043f383ac6e6424336129
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09345708B2

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