Water → 3-Cyano-5-(trifluoromethyl)benzoic acid

HRID 878156노트

반응식

HRID 878156 반응식
C[O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[C:6]([C:14]#[N:15])[CH:5]=1.O.O.[OH-].[Li+]>O1CCOCC1>[C:14]([C:6]1[CH:5]=[C:4]([CH:9]=[C:8]([C:10]([F:11])([F:12])[F:13])[CH:7]=1)[C:3]([OH:16])=[O:2])#[N:15]

참가 물질

5

반응물 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 58902345Methyl 3-cyano-5-(trifluoromethyl)benzoate

생성물 1

HCID 589022873-Cyano-5-(trifluoromethyl)benzoic acid

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of 3-cyano-5-trifluoromethyl-benzoic acid methyl ester (0.084 g, 0.367 mmol) in dioxane (0.5 mL) was added water (0.5 mL) and lithium hydroxide monohydrate (19.2 mg, 0.458 mmol) and the resulting mixture was stirred at room temperature for 1 h. The reaction mixture was evaporated, the residue was taken up in dioxane and 10% aqueous citric acid solution and the layers were separated. The aqueous layer was extracted twice with EtOAc and the organic layers were washed with brine, dried over MgSO4, filtered and evaporated. Light brown solid (0.09 g; 98%). MS (ESI): m/z=214.01 [M−H]−.

후처리

  1. customThe reaction mixture was evaporated
  2. custom10% aqueous citric acid solution and the layers were separated
  3. extractionThe aqueous layer was extracted twice with EtOAc
  4. washthe organic layers were washed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-d216cebcf6d54d9caed1eb90898e9f41
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987307B2

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