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Sodium Hydroxide → 5-Methylbiphenyl-2-carboxylic acid

HRID 2121201
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HRID 2121201 반응식
C[O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[CH:6][C:5]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[OH-].[Na+]>CO>[CH3:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:17])=[O:2])=[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=1
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참가 물질

4

반응물 2

HCID 14798Sodium Hydroxide2회HCID 18474515HCID 18474515, 화합물

생성물 1

HCID 154962685-Methylbiphenyl-2-carboxylic acid수율 97.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 4-methyl-2-phenylbenzoic acid methyl ester (1.83 g, 8.09 mmol), prepared as in Example 227A, in methanol (16 mL) was added aqueous 4N sodium hydroxide (5 mL) and the reaction mixture was stirred for 60 hours, after which additional aqueous 4N sodium hydroxide (5 mL) was added and the mixture was heated at reflux for 5 hours. The reaction mixture was cooled to ambient temperature and the methanol was evaporated in vacuo. The aqueous residue was acidified with 4N sulfuric acid and extracted with ethyl acetate (3×). The combined organic extracts were dried, filtered, and concentrated in vacuo to give 4-methyl-2-phenylbenzoic acid (1.67 g) as a white solid.

후처리

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 5 hours
  3. customthe methanol was evaporated in vacuo
  4. extractionextracted with ethyl acetate (3×)
  5. customThe combined organic extracts were dried
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-09d8500c06cd409896b6f4fcfa991776
출처 데이터셋
uspto-grants-2004_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06693123B2

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