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

HRID 1280882ノート

反応式

HRID 1280882 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
100 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-0e538d522ebb4d1abd483edee0ae5176
出典データセット
uspto-grants-2002_09
特許番号
US06451845B1

反応ノート

読み込み中…