Methyl iodide → 3-Oxo-2-oxa-bicyclo[2.2.1]heptane-5-carboxylic acid methyl ester

HRID 2242427노트

반응식

HRID 2242427 반응식
[O:1]=[C:2]1[CH:7]2[CH2:8][CH:4]([CH2:5][CH:6]2[C:9]([OH:11])=[O:10])[O:3]1.[CH3:12]I>CC(C)=O.[Ag-]=O>[CH3:12][O:10][C:9]([CH:6]1[CH2:5][CH:4]2[CH2:8][CH:7]1[C:2](=[O:1])[O:3]2)=[O:11]

참가 물질

5

반응물 2

HCID 6328Methyl iodideHCID 462449653-Oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid

생성물 1

HCID 592041763-Oxo-2-oxa-bicyclo[2.2.1]heptane-5-carboxylic acid methyl ester수율 64%

시약·촉매·용매 2

HCID 178418778HCID 178418778, 화합물촉매HCID 180Acetone용매

실험 절차

Compound 32 (1.014 g, 6.50 mmol) was dissolved in acetone (35 mL) before methyl iodide (13.68 g, 96.4 mmol) and silver (I) oxide (1.61 g, 6.95 mmol) were added. After stirring for 3 h the mixture was filtered through celite and the filtrate was evaporated before purification by flash column chromatography (toluene/ethyl acetate 4:1) was performed yielding the methyl ester 41 (702 mg, 64%) as white crystals.

후처리

  1. additionwere added
  2. filtrationwas filtered through celite
  3. customthe filtrate was evaporated before purification by flash column chromatography (toluene/ethyl acetate 4:1)

출처 및 근거

ORD 기록
ord-60fa8fe8bec5456ea6cef8f3bc60f353
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07671032B2

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