反応 #1522

ord-788333422f5e4a87925a5f9214f163ee

反応方程式

CCCCCC[C@@H](C)OC(=O)c1ccc(C(=O)OCc2ccccc2)cc1
4-((R)-1-methylheptyloxycarbonyl)benzoic acid benzyl ester
[H][H]
hydrogen
CCCCCC[C@@H](C)OC(=O)c1ccc(C(=O)O)cc1
4-((R)-1-methylheptyloxycarbonyl)benzoic acid
収率 99.6%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他5% palladium/carbon was removed
  2. 2
    濃縮the filtrate was concentrated
  3. 3
    その他The concentrate obtained
  4. 4
    その他was purified by column chromatography

実験手順

Then, 0.12 g of 5% palladium/carbon and 30 ml of a tetrahydrofuran solution containing 1.21 g of 4-((R)-1-methylheptyloxycarbonyl)benzoic acid benzyl ester were stirred overnight at room temperature in a stream of hydrogen to decompose a benzyl protective group by hydrogenation. 5% palladium/carbon was removed using Celite as a filter aid, and the filtrate was concentrated. The concentrate obtained was purified by column chromatography to obtain 0.91 g of 4-((R)-1-methylheptyloxycarbonyl)benzoic acid as a colorless liquid (gradually crystallized) (isolated yield: 99%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05725798uspto-grants-1998_03