Methyl iodide → 4-Benzyloxy-2-methoxy-1-methylsulfanyl-benzene

HRID 732757노트

반응식

HRID 732757 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([SH:16])=[C:13](O)[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17]([O-:20])([O-])=O.[K+].[K+].[CH3:23]I>CN(C=O)C>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([S:16][CH3:23])=[C:13]([O:20][CH3:17])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 219047055-(Benzyloxy)-2-sulfanylphenol

생성물 1

HCID 219046734-Benzyloxy-2-methoxy-1-methylsulfanyl-benzene수율 68%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Dissolve 5-benzyloxy-2-mercapto-phenol (17.8 g, 76.72 mmol) in DMF (300 mL) and add K2CO3 (31.8 g, 0.23 mol) and MeI (32.7 g, 0.23 mol). Stir the reaction mixture at room temperature overnight. Add water (800 mL) and extract the aqueous layer with EtOAc (3×800 mL). Combine the organic layers and dry with Na2SO4, filter, concentrate and purify by flash column chromatography (silica, 5-20% of EtOAc/hexane) to give 13.5 g of 4-benzyloxy-2-methoxy-1-methylsulfanyl-benzene (68%).

후처리

  1. extractionAdd water (800 mL) and extract the aqueous layer with EtOAc (3×800 mL)
  2. dry with materialCombine the organic layers and dry with Na2SO4
  3. filtrationfilter
  4. concentrationconcentrate
  5. custompurify by flash column chromatography (silica, 5-20% of EtOAc/hexane)

출처 및 근거

ORD 기록
ord-f55f68ab57754b79b61ce6bde7cb7bf9
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585977B2

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