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

HRID 2242427ノート

反応式

HRID 2242427 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418778HCID 178418778、化合物触媒HCID 180Acetone溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-60fa8fe8bec5456ea6cef8f3bc60f353
出典データセット
uspto-grants-2010_03
特許番号
US07671032B2

反応ノート

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