Hydrochloric Acid → Methyl 4-methoxy-3-propyl-5-sulfanylbenzoate

HRID 638945노트

반응식

HRID 638945 반응식
[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([CH2:10][CH2:11][CH3:12])[C:7]([O:13][CH3:14])=[C:6]([S:15]C(OCC)=S)[CH:5]=1.CO[Na].Cl>C1COCC1>[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([CH2:10][CH2:11][CH3:12])[C:7]([O:13][CH3:14])=[C:6]([SH:15])[CH:5]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 86618871HCID 86618871, 화합물HCID 178418582HCID 178418582, 화합물

생성물 1

HCID 68685440Methyl 4-methoxy-3-propyl-5-sulfanylbenzoate수율 104%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 3-ethoxythiocarbonylthio-4-methoxy-5-propylbenzoic acid methyl ester (720 mg, 2.20 mmol) in THF (13 mL) at room temperature was added MeONa (0.5 M in MeOH, 13 mL, 6.5 mmol, 3 eq.). The reaction mixture was refluxed for 75 min, then cooled to room temperature and added to 1 N HCl aqueous solution (100 mL). The resulting mixture was extracted with EtOAc/hexanes (1:1, 100 mL). The organic layer was washed with brine (50 mL), dried over MgSO4 and concentrated in vacuo to give 3-mercapto-4-methoxy-5-propylbenzoic acid methyl ester (0.55 g). The product was used without further purification.

후처리

  1. temperatureThe reaction mixture was refluxed for 75 min
  2. extractionThe resulting mixture was extracted with EtOAc/hexanes (1:1, 100 mL)
  3. washThe organic layer was washed with brine (50 mL)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-3dc28e7c8a41444f93d3df05e7a130f3
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691843B2

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