反応 #1909783

ord-7ce88c7dda5943938f45e77c9310bb97

反応方程式

CCOC(=O)C1(CC)CCN(C(=O)OC(C)(C)C)CC1
1-tert-butoxycarbonyl-4-ethylisonipecotic acid ethyl ester
[Li+].[OH-]
lithium hydroxide
CCC1(C(=O)O)CCN(C(=O)OC(C)(C)C)CC1
title compound
収率 45.3%
CCC1(C(=O)O)CCN(C(=O)OC(C)(C)C)CC1
1-tert-Butoxycarbonyl-4-ethylisonipecotic acid
収率 45.3%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度the mixture was refluxed
  2. 2
    温度under heating for 20 hours
  3. 3
    濃縮Then, the reaction mixture was concentrated
  4. 4
    workup.ADDITIONwater was added to the residue
  5. 5
    洗浄The aqueous layer was washed with ether
  6. 6
    抽出extracted with ether
  7. 7
    乾燥The organic layer was dried over anhydrous magnesium sulfate
  8. 8
    濃縮concentrated under reduced pressure

実験手順

To a solution of 1-tert-butoxycarbonyl-4-ethylisonipecotic acid ethyl ester (570 mg) in ethanol (10 ml) was added a 1M lithium hydroxide solution (8 ml), and the mixture was refluxed under heating for 20 hours. Then, the reaction mixture was concentrated, and water was added to the residue. The aqueous layer was washed with ether acidified with 1N hydrochloric acid, and extracted with ether. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (233 mg, yield 45%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: USRE039088E1uspto-grants-2006_05