Lithium Hydroxide → 2-Fluoro-3,6-dimethoxybenzoic acid

HRID 1522886노트

반응식

HRID 1522886 반응식
[F:1][C:2]1[C:12]([O:13][CH3:14])=[CH:11][CH:10]=[C:9]([O:15][CH3:16])[C:3]=1[C:4]([O:6]CC)=[O:5].[OH-].[Li+]>CO.O>[F:1][C:2]1[C:12]([O:13][CH3:14])=[CH:11][CH:10]=[C:9]([O:15][CH3:16])[C:3]=1[C:4]([OH:6])=[O:5]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 86682905HCID 86682905, 화합물

생성물 1

HCID 847756962-Fluoro-3,6-dimethoxybenzoic acid수율 98.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

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온도
80 °C

실험 절차

To a mixture of ethyl 2-fluoro-3,6-dimethoxybenzoate (8.1 g, 35.5 mmol) in methanol (150 mL) and water (50 mL), lithium hydroxide (7.5 g, 178 mmol) was added. The resulting mixture was heated at 80° C. for 5 h. The reaction mixture was concentrated to remove methanol, acidified with 2 M HCl until pH 4, and extracted with dichloromethane (4×200 mL). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to give the title compound (6.98 g). 1H NMR (DMSO-d6): δ 13.39 (br s, 1H), 7.19 (t, 1H), 6.82 (dd, 1H), 3.79 (s, 3H), 3.75 (s, 3H).

후처리

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated
  3. customto remove methanol
  4. extractionextracted with dichloromethane (4×200 mL)
  5. dry with materialThe combined organic layers were dried (Na2SO4)
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1e9a8b5b95584842a611b16d8b3c8e59
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09078871B2

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