Hydrochloric Acid → HCID 54344931、化合物

HRID 2365781ノート

反応式

HRID 2365781 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 54344931HCID 54344931、化合物収率 48.4%

試薬・触媒・溶媒 2

HCID 178419072HCID 178419072、化合物触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-6b51951a3efd489a8ad3b1609431f221
出典データセット
uspto-grants-2014_04
特許番号
US08697720B2

反応ノート

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