تفاعل #819663

ord-fc0e11edadbf4e1dad2551a48519feb5

معادلة التفاعل

CCCN(C)C(=O)c1cc(C(=O)OCC)cc(C(=O)OC(C)C)c1
5-(methyl-propylcarbamoyl)-isophthalic acid 1-ethyl ester 3-isopropyl ester
CC(C)O
isopropanol
[Li+].[OH-]
lithium hydroxide
→
CCCN(C)C(=O)c1cc(C(=O)O)cc(C(=O)OC(C)C)c1
title compound
المردود 64.3%
CCCN(C)C(=O)c1cc(C(=O)O)cc(C(=O)OC(C)C)c1
5-(Methyl-propylcarbamoyl)-isophthalic acid monoisopropyl ester
المردود 64.3%

المتفاعلات

CCCN(C)C(=O)c1cc(C(=O)OCC)cc(C(=O)OC(C)C)c1
5-(methyl-propylcarbamoyl)-isophthalic acid 1-ethyl ester 3-isopropyl ester
CC(C)O
isopropanol
[Li+].[OH-]
lithium hydroxide

الكواشف

لا شيء

المذيبات

[Na+].[OH-]
NaOH
O
water
O
water

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextract with dichloromethane
  2. 2
    استخلاصextract the aqueous with dichloromethane
  3. 3
    تجفيفdry (magnesium sulfate)
  4. 4
    تركيزconcentrate

الإجراء التجريبي

Stir a solution of 5-(methyl-propylcarbamoyl)-isophthalic acid 1-ethyl ester 3-isopropyl ester (149 mg, 0.4 mmol) in 0.2 N NaOH in 1:10 water:isopropanol (2.2 mL) overnight. Add 1 N lithium hydroxide (0.44 mL) and stir for 1 h at room temperature. Dilute with water and extract with dichloromethane. Acidify the aqueous with 5 N HCl, extract the aqueous with dichloromethane, dry (magnesium sulfate) and concentrate to give the title compound (79 mg, 56%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07585885B2uspto-grants-2009_09