Bicyclo(2.2.1)heptane-2-methanol → Bicyclo[2.2.1]heptane-2-carbaldehyde

HRID 496148

반응식

HRID 496148 반응식
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[CH2:8][OH:9].C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O>C(Cl)Cl>[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[CH:8]=[O:9]

참가 물질

4

반응물 2

HCID 21308Bicyclo(2.2.1)heptane-2-methanolHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 86864Bicyclo[2.2.1]heptane-2-carbaldehyde수율 42%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
2.5 °C

실험 절차

A stirred suspension of 2-norbornylmethanol (0.5 ml; 5.8 mmol) and PCC on Al2O3* in CH2Cl2 (25 ml) was stirred at 2-3° C. for 1 h and allowed to slowly warm up to rt. The reaction mixture was filtered and the solid material washed with CH2Cl2 (2×25 ml). The combined organic fractions were adsorbed onto silica and chromatographed to give 300 mg (42%) product as an oil.

후처리

  1. temperatureto slowly warm up to rt
  2. filtrationThe reaction mixture was filtered
  3. washthe solid material washed with CH2Cl2 (2×25 ml)
  4. customchromatographed

출처 및 근거

ORD 기록
ord-99da1fecffe54b5291694c2e35173483
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06943159B1

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