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

HRID 638945ノート

反応式

HRID 638945 の反応式
[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

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 86618871HCID 86618871、化合物HCID 178418582HCID 178418582、化合物

生成物 1

HCID 68685440Methyl 4-methoxy-3-propyl-5-sulfanylbenzoate収率 104%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3dc28e7c8a41444f93d3df05e7a130f3
出典データセット
uspto-grants-2010_04
特許番号
US07691843B2

反応ノート

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