Potassium Hydroxide → 2'-Methoxy-[1,1';3',1"]terphenyl-5'-carboxylic acid

HRID 1280882노트

반응식

HRID 1280882 반응식
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:8]([O:17][CH3:18])=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:10]=1)=[O:4].[OH-].[K+]>C1COCC1.CCOCC>[CH3:18][O:17][C:8]1[C:9]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:10][C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 536767312'-Methoxy-[1,1';3',1"]terphenyl-5'-carboxylic acid methyl ester

생성물 1

HCID 234456322'-Methoxy-[1,1';3',1"]terphenyl-5'-carboxylic acid수율 95%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

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온도
100 °C

실험 절차

At ambient temperature, to a stirred solution of 2′-methoxy-[1,1′;3′,1″]terphenyl-5′-carboxylic acid methyl ester (1.148 g, 3.606 mmol) in THF (36.06 mL) was added 1N KOH (36.06 mL) and the reaction was stirred for 16 h. The reaction was heated at 100° C. for an additional 24 h. The reaction was cooled to ambient temperature, diluted with ether (100 mL) and extracted with 0.1N NaOH. The aqueous extracts were washed with ether (3×), acidified with 6N HCl and extracted with EtOAc. The organic extracts were dried (MgSO4) and concentrated to give 1.043 g (95%) of the title compound. 1H NMR (DMSO-d6) δ 3.15 (s, 3H), 7.40-7.52 (m, 6H), 7.58-7.60 (m, 4H), 7.88 (s, 2H), 13.04 (s, 1H).

후처리

  1. temperatureThe reaction was cooled to ambient temperature
  2. extractionextracted with 0.1N NaOH
  3. washThe aqueous extracts were washed with ether (3×)
  4. extractionextracted with EtOAc
  5. dry with materialThe organic extracts were dried (MgSO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0e538d522ebb4d1abd483edee0ae5176
출처 데이터셋
uspto-grants-2002_09
특허 번호
US06451845B1

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