Water → 4-Amino-5-chloro-2-(2-methoxyethoxy)benzoic acid

HRID 1612739

반응식

HRID 1612739 반응식
C[O:2][C:3](=[O:17])[C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([NH2:11])=[CH:6][C:5]=1[O:12][CH2:13][CH2:14][O:15][CH3:16].[OH-].[Na+].O>C(O)C>[NH2:11][C:7]1[C:8]([Cl:10])=[CH:9][C:4]([C:3]([OH:17])=[O:2])=[C:5]([O:12][CH2:13][CH2:14][O:15][CH3:16])[CH:6]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 539320764-Amino-5-chloro-2-(2-methoxyethoxy)benzoic acid methyl ester

생성물 1

HCID 197959774-Amino-5-chloro-2-(2-methoxyethoxy)benzoic acid수율 78%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 4-amino-5-chloro-2-(2-methoxyethoxy)benzoic acid methyl ester (2.75 g, 10.6 mmol) in 95% ethanol (20 mL) was treated with 50% sodium hydroxide (10 mL) and water (10 mL), and refluxed for one hour. The ethanol was removed in vacuo and replaced with water. The aqueous solution was extracted with ether (20 mL) and acidified to pH 4 with concentrated hydrochloric acid (16 mL). A solid soon precipitated, and this was filtered, washed with water, air dried, and recrystallized from ethyl acetate (2 crops) to afford 2.03 g (75%) of fine pale tan needles; mp 119°-120° C.

후처리

  1. temperaturerefluxed for one hour
  2. customThe ethanol was removed in vacuo
  3. extractionThe aqueous solution was extracted with ether (20 mL)
  4. customA solid soon precipitated
  5. filtrationthis was filtered
  6. washwashed with water, air
  7. customdried
  8. customrecrystallized from ethyl acetate (2 crops)

출처 및 근거

ORD 기록
ord-5e72f58238194cb4accc583b616a05a6
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05190953

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