Hydrochloric Acid → 4-(4-Ethyl-5-fluoro-2-methoxyphenoxy)-3-fluorobenzoic acid

HRID 389987노트

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HRID 389987 반응식
[OH-:1].[Na+].[CH2:3]([C:5]1[C:20]([F:21])=[CH:19][C:8]([O:9][C:10]2[CH:17]=[CH:16][C:13]([C:14]#N)=[CH:12][C:11]=2[F:18])=[C:7]([O:22][CH3:23])[CH:6]=1)[CH3:4].Cl.C(OCC)(=O)C.C[OH:32]>>[CH2:3]([C:5]1[C:20]([F:21])=[CH:19][C:8]([O:9][C:10]2[CH:17]=[CH:16][C:13]([C:14]([OH:32])=[O:1])=[CH:12][C:11]=2[F:18])=[C:7]([O:22][CH3:23])[CH:6]=1)[CH3:4]

참가 물질

6

반응물 5

HCID 313Hydrochloric AcidHCID 887MethanolHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 510347494-(4-Ethyl-5-fluoro-2-methoxyphenoxy)-3-fluorobenzonitrile

생성물 1

HCID 671160464-(4-Ethyl-5-fluoro-2-methoxyphenoxy)-3-fluorobenzoic acid

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온도
80 °C

실험 절차

An aqueous solution of NaOH 6N (70 mL, 420 mmol) was added to a solution of 4-(4-ethyl-5-fluoro-2-methoxyphenoxy)-3-fluorobenzonitrile (which may be prepared in accordance with the experimental described in Example 4, step 3; 4.0 g, 13.82 mmol) in methanol (140 mL). The reaction mixture was then stirred at reflux (80° C.) overnight. After cooling to 0° C., the reaction mixture was acidified by slow addition of concentrated HCl (25 mL) until pH=2. The mixture was then diluted by addition of ethyl acetate (300 mL) and the aqueous layer was separated and extracted with ethyl acetate (2×200 mL). The combined organic phases were dried over sodium sulfate, filtered and concentrated under vacuum to afford the title product as a beige solid (4.20 g, quantitative).

후처리

  1. custommay be prepared in accordance with the
  2. temperatureAfter cooling to 0° C.
  3. customthe aqueous layer was separated
  4. extractionextracted with ethyl acetate (2×200 mL)
  5. dry with materialThe combined organic phases were dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-601498c513574c8e92d8ee8aa8fc95e4
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08383621B2

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