Hydrochloric Acid → 4-Bromo-2-cyanobenzoic acid

HRID 2411196노트

반응식

HRID 2411196 반응식
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=[O:7])=[C:4]([C:12]#[N:13])[CH:3]=1.[OH-].[Li+].Cl>C(COC)OC.O.[Cl-].[Na+].O>[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([OH:8])=[O:7])=[C:4]([C:12]#[N:13])[CH:3]=1

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58484706Methyl 4-bromo-2-cyanobenzoate

생성물 1

HCID 584845854-Bromo-2-cyanobenzoic acid수율 99.2%

시약·촉매·용매 3

HCID 962Water용매HCID 80711,2-Dimethoxyethane용매HCID 57417360Sodium chloride; water용매

실험 절차

Methyl 4-bromo-2-cyanobenzoate (8.53 g) described in Preparation Example 75 was dissolved in dimethoxyethane (140 mL), a solution of lithium hydroxide 1 hydrate (2.24 g) in water (54 mL) was added dropwise under ice-cooling, and the mixture was stirred at the same temperature for 30 min. To the reaction mixture was added dropwise 1N hydrochloric acid (60 mL) under ice-cooling, saturated brine was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over sodium sulfate, and the solvent was evaporated to give the title compound (7.97 g).

후처리

  1. temperaturecooling
  2. temperaturecooling
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over sodium sulfate
  6. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-b74320ece85a4a7c8a81de8d1d8c4f90
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08816079B2

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