Hydrochloric Acid → HCID 54344931, 화합물

HRID 2365781노트

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HRID 2365781 반응식
[CH3:1][S-:2].[Na+].[Br:4][C:5]1[CH:10]=[C:9](I)[CH:8]=[CH:7][C:6]=1[OH:12].Cl.CCOC(C)=O>CN(C=O)C.[Cu-]=O>[Br:4][C:5]1[CH:10]=[C:9]([S:2][CH3:1])[CH:8]=[CH:7][C:6]=1[OH:12]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 4378561Sodium methanethiolateHCID 221608602-Bromo-4-iodophenol

생성물 1

HCID 54344931HCID 54344931, 화합물수율 48.4%

시약·촉매·용매 2

HCID 178419072HCID 178419072, 화합물촉매HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

Sodium thiomethoxide (8.64 g) and copper (I) oxide (8.79 g) were mixed with 2-bromo-4-iodophenol (XX, 14.72 g) in anhydrous DMF (100 mL). The mixture was stirred and heated at 80° C. for 48 h under nitrogen atmosphere. Then, the resultant slurry was treated with concentrated HCl (5 mL) and EtOAc (200 mL), and was filtered and rinsed with EtOAc (200 mL). The organic layers were partitioned with 1N HCl (150 mL), water (150 mL) and brine (150 mL) and dried over MgSO4, filtered and solvent removed in vacuo. Product was purified by silica gel column chromatography, the product eluted with dichloromethane/hexane (2:3), to give the desired product (5.22 g, 39%) as a light brown oil.

후처리

  1. filtrationwas filtered
  2. washrinsed with EtOAc (200 mL)
  3. customThe organic layers were partitioned with 1N HCl (150 mL), water (150 mL) and brine (150 mL)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customsolvent removed in vacuo
  7. customProduct was purified by silica gel column chromatography
  8. washthe product eluted with dichloromethane/hexane (2:3)

출처 및 근거

ORD 기록
ord-6b51951a3efd489a8ad3b1609431f221
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697720B2

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