Sodium Hydroxide → 5-Chloro-4-iodo-2-methoxybenzoic acid

HRID 1793967노트

반응식

HRID 1793967 반응식
C[O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([I:11])=[CH:6][C:5]=1[O:12][CH3:13].[OH-].[Na+]>CO>[Cl:10][C:8]1[C:7]([I:11])=[CH:6][C:5]([O:12][CH3:13])=[C:4]([CH:9]=1)[C:3]([OH:14])=[O:2]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 69314795Methyl 5-chloro-4-iodo-2-methoxybenzoate

생성물 1

HCID 167918585-Chloro-4-iodo-2-methoxybenzoic acid수율 91.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

5-Chloro-4-iodo-2-methoxy benzoic acid methyl ester of Step B (3.00 g, 9.19 mmol) and sodium hydroxide (1.10 g, 27.6 mmol) were combined in methanol (92 mL) and the mixture refluxed for 12 hours. The reaction was cooled to room temperature and solvent evaporated. The residue was dissolved in 1 N sodium hydroxide (75 mL), washed with diethyl ether and the organic washings discarded. The aqueous phase was acidified with 2 N hydrochloric acid and extracted with diethyl ether. The combined extracts were dried over anhydrous sodium sulfate, filtered and concentrated to afford the title carboxylic acid (2.64 g) as orange crystals, m.p. 150–151° C.

후처리

  1. temperaturethe mixture refluxed for 12 hours
  2. customsolvent evaporated
  3. dissolutionThe residue was dissolved in 1 N sodium hydroxide (75 mL)
  4. washwashed with diethyl ether
  5. extractionextracted with diethyl ether
  6. dry with materialThe combined extracts were dried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-cfacc51a0d6c4a4997abcc56105c1783
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022699B2

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