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p-Toluenesulfonic acid → 2-(6-methylquinolin-2-yl)benzoic Acid

HRID 1956768
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HRID 1956768 반응식
C1(OC2C=CC=CC=2)C=CC=CC=1.[C:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C:23]1[CH:32]=[C:31](C(O)=O)[C:30]2[C:25](=[CH:26][CH:27]=[C:28]([CH3:36])[CH:29]=2)[N:24]=1)([OH:16])=[O:15].C1(C)C=CC(S(O)(=O)=O)=CC=1.[OH-].[Na+]>O>[CH3:36][C:28]1[CH:29]=[C:30]2[C:25](=[CH:26][CH:27]=1)[N:24]=[C:23]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[C:14]([OH:16])=[O:15])[CH:32]=[CH:31]2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6101p-Toluenesulfonic acidHCID 7583Diphenyl EtherHCID 14798Sodium HydroxideHCID 15376151HCID 15376151, 화합물

생성물 1

HCID 98816992-(6-methylquinolin-2-yl)benzoic Acid수율 46.7%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
160 °C

실험 절차

To 1 ml of diphenyl ether were added 0.2 g of the 2-(2-carboxyphenyl)-6-methyl-4-quinolinecarboxylic acid obtained in Example 2. After adding 123 mg of p-toluenesulfonic acid, the mixture was heated at 160° C. for 1 hour. Then the reaction mixture was poured into water, made alkaline by adding sodium hydroxide and washed with ethyl acetate. The aqueous layer was neutralized with 3M hydrochloric acid until a precipitate was formed. After extracting with ethyl acetate, 80 mg of 2-(6-methylquinolin-2-yl)benzoic acid were obtained. NMR (270 MHz, CD3OD): δ 7.58-8.32 (m,9H); 2.58 (s,3H).

후처리

  1. washwashed with ethyl acetate
  2. customwas formed
  3. extractionAfter extracting with ethyl acetate

출처 및 근거

ORD 기록
ord-ef4c377989814ab4bab181f5c2f0cee3
출처 데이터셋
uspto-grants-1998_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05780634

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