p-Toluenesulfonic acid monohydrate → Methyl 4-cyano-2-methoxybenzoate

HRID 909104노트

반응식

HRID 909104 반응식
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[C:5]([O:12][CH3:13])[CH:4]=1)#[N:2].O.[C:15]1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[CH3:15][O:8][C:7](=[O:9])[C:6]1[CH:10]=[CH:11][C:3]([C:1]#[N:2])=[CH:4][C:5]=1[O:12][CH3:13]

참가 물질

4

반응물 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 151660044-Cyano-2-methoxybenzoic acid

생성물 1

HCID 57426183Methyl 4-cyano-2-methoxybenzoate수율 367.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a mixture of 4-cyano-2-methoxybenzoic acid (1.00 g, 5.648 mmol, Biogene) in methanol (15.0 mL) was added p-toluenesulfonic acid monohydrate (286 mg, 1.48 mmol, Aldrich) and it was heated to reflux under an argon atmosphere for 16 hrs. The solvent was removed and the reaction mixture was extracted with EtOAc, washed with saturated Na2CO3, water, and saturated NaCl. The organic phase was separated, dried over Na2SO4, filtered and concentrated to give 4-cyano-2-methoxy-benzoic acid methyl ester (1.04 g, 96.4%).

후처리

  1. temperaturewas heated
  2. temperatureto reflux under an argon atmosphere for 16 hrs
  3. customThe solvent was removed
  4. extractionthe reaction mixture was extracted with EtOAc
  5. washwashed with saturated Na2CO3, water, and saturated NaCl
  6. customThe organic phase was separated
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0d3b7d81ef4b46ae93156d04e02dee91
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017607B2

반응 노트

불러오는 중…