반응 #1973918

ord-2d76d62db68f425aaad211621a0352d7

반응 방정식

CCOCn1ccc2c(C(=O)OC)cccc21
methyl 1-(ethoxymethyl)-1H-indole-4-carboxylate
[Na+].[OH-]
sodium hydroxide
CCOCn1ccc2c(C(=O)O)cccc21
title compound
수율 96.7%
CCOCn1ccc2c(C(=O)O)cccc21
1-(ethoxymethyl)-1H-indole-4-carboxylic acid
수율 96.7%

용매

반응 조건

온도
50°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The volatiles are removed in vacuo
  2. 2
    추출extracted with EA (2×700 mL)
  3. 3
    세척The combined extracts are washed with aqueous saturated sodium chloride (2×250 mL)
  4. 4
    건조dried over anhydrous Na2SO4
  5. 5
    농축concentrated

실험 절차

To a solution of methyl 1-(ethoxymethyl)-1H-indole-4-carboxylate (135 g, 0.58 mol) in methanol (2 L) is added aqueous sodium hydroxide (68 g, 1.74 mol in 340 mL of H2O). The reaction mixture is stirred at 50° C. for 3 h. The volatiles are removed in vacuo. The residue is acidified with HCl (2 M) until pH=3-4, then extracted with EA (2×700 mL). The combined extracts are washed with aqueous saturated sodium chloride (2×250 mL), dried over anhydrous Na2SO4, and concentrated to yield the title compound (123 g, 96%). MS (m/z): 220 (M+H)+.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08501166B2uspto-grants-2013_08