Sodium Hydroxide → 7-Bromo-3-methoxy-2-naphthoic acid

HRID 1773546노트

반응식

HRID 1773546 반응식
[OH-].[Na+].C[O:4][C:5]([C:7]1[C:16]([O:17][CH3:18])=[CH:15][C:14]2[C:9](=[CH:10][C:11]([Br:19])=[CH:12][CH:13]=2)[CH:8]=1)=[O:6]>O.C(O)C>[Br:19][C:11]1[CH:10]=[C:9]2[C:14]([CH:15]=[C:16]([O:17][CH3:18])[C:7]([C:5]([OH:6])=[O:4])=[CH:8]2)=[CH:13][CH:12]=1

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 14528105Methyl 7-bromo-3-methoxy-2-naphthoate

생성물 1

HCID 145281067-Bromo-3-methoxy-2-naphthoic acid수율 94.8%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A solution of sodium hydroxide (1.6 g, 40 mmol) in water (30 mL) was added to a solution of 7-bromo-3-methoxy-naphthalene-2-carboxylic acid methyl ester (5.9 g, 20 mmol) in ethanol (100 mL) and the resulting mixture was heated at reflux for 2 hours. The reaction mixture was then cooled and concentrated under reduced pressure. The residue was acidified until pH 3 ca. by addition of an aqueous solution of hydrochloric acid. The resulting mixture was extracted twice with dichloromethane and the combined organic extracts were dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to give 5.329 g of 7-bromo-3-methoxy-naphthalene-2-carboxylic acid as a cream colored solid.

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureat reflux for 2 hours
  3. temperatureThe reaction mixture was then cooled
  4. concentrationconcentrated under reduced pressure
  5. additionThe residue was acidified until pH 3 ca. by addition of an aqueous solution of hydrochloric acid
  6. extractionThe resulting mixture was extracted twice with dichloromethane
  7. dry with materialthe combined organic extracts were dried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-5087693cfd90487f9d3eaf241382ef6b
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09255110B2

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