Water → 5-Methoxy-2-(methylsulfanyl)benzonitrile

HRID 447818

반응식

HRID 447818 반응식
F[C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[C:4]#[N:5].[CH3:12][S-:13].[Na+].O>CN(C)C=O>[CH3:11][O:10][C:7]1[CH:8]=[CH:9][C:2]([S:13][CH3:12])=[C:3]([CH:6]=1)[C:4]#[N:5]

참가 물질

5

반응물 3

HCID 962WaterHCID 27745462-Fluoro-5-methoxybenzonitrileHCID 4378561Sodium methanethiolate

생성물 1

HCID 668777365-Methoxy-2-(methylsulfanyl)benzonitrile수율 70%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

(Step 1) A mixture of 2-fluoro-5-methoxybenzonitrile (10 g) and sodium methanethiolate (5.1 g) was stirred in N,N-dimethylformamide (20 ml) at 60° C. for 3 hr. The reaction solution was treated with water, and extracted with ethyl acetate. The extract was washed successively with 1N hydrochloric acid, aqueous sodium hydrogen carbonate solution and saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was crystallized from ethyl acetate-hexane to give 5-methoxy-2-(methylsulfanyl)benzonitrile (8.3 g).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed successively with 1N hydrochloric acid, aqueous sodium hydrogen carbonate solution and saturated brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customThe obtained residue was crystallized from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-fbc70185ca3d43d2a902ec6f49bc5d4d
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481569B2

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