Lithium Hydroxide → 4-(Quinoline-8-sulfonamido)benzoic acid

HRID 1626325

반응식

HRID 1626325 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[S:11]([NH:14][C:15]2[CH:25]=[CH:24][C:18]([C:19]([O:21]CC)=[O:20])=[CH:17][CH:16]=2)(=[O:13])=[O:12])[CH:4]=[CH:3][CH:2]=1.[Li+].[OH-]>C1COCC1.O>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[S:11]([NH:14][C:15]2[CH:25]=[CH:24][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=2)(=[O:13])=[O:12])[CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 1357549Ethyl 4-(quinoline-8-sulfonamido)benzoate

생성물 1

HCID 7766454-(Quinoline-8-sulfonamido)benzoic acid수율 90%

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

실험 절차

Ethyl 4-(quinoline-8-sulfonamido)benzoate (90, 10 g, 28.08 mmol) was dissolved in a mixture of THF-water (100:100 ml) and maintained at room temperature. To this solution was added LiOH (5.89 g, 14.0 mmol) and the resultant solution was refluxed overnight. The reaction mixture was then washed with ethyl acetate (3×50 ml) and then acidified with dilute HCl. The resultant suspension was filtered and residue was co-distilled with toluene. This product was then dried under vacuum to yield carboxylic acid 91 (8.28 g, 90%) as an off-white solid.

후처리

  1. washThe reaction mixture was then washed with ethyl acetate (3×50 ml)
  2. filtrationThe resultant suspension was filtered
  3. customThis product was then dried under vacuum

출처 및 근거

ORD 기록
ord-f6d1d7d630fc4805bec109b7845bd3c3
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785450B2

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