Iodine → Bergaptol

HRID 501891

반응식

HRID 501891 반응식
II.[Mg].[I-].[Mg+2].[I-].C[O:8][C:9]1[C:17]2[CH:18]=[CH:19][C:20]([O:22][C:16]=2[CH:15]=[C:14]2[C:10]=1[CH:11]=[CH:12][O:13]2)=[O:21]>CCOCC>[CH:11]1[C:10]2=[C:9]([OH:8])[C:17]3[CH:18]=[CH:19][C:20](=[O:21])[O:22][C:16]=3[CH:15]=[C:14]2[O:13][CH:12]=1

참가 물질

6

반응물 4

HCID 807IodineHCID 2355BergaptenHCID 5462224MagnesiumHCID 5462737Magnesium diiodide

생성물 1

HCID 5280371Bergaptol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

A solution of iodine (1.0 g, 4 mmol) and magnesium (0.2 g, 8 mmol) was stirred in anhydrous ether (30 ml) under reflux until colourless to prepare magnesium iodide. Bergapten (1.0 g, 4.5 mmol) was suspended in anhydrous ether and added to the solution. After heating the mixture to reflux for 45 min, the solvent was removed under reduced pressure. The residue was dried at 120° C. for 30 min, kept at 160-165° C. for 90 min, and decomposed with 25% sulfuric acid. The crude product was filtered, washed with a solution of thiosulfate, dried, and used for the synthesis of the 5-phenylalkoxy- and 5-cyclohexylalkoxypsoralens without further purification.

후처리

  1. temperatureunder reflux until colourless
  2. additionadded to the solution
  3. temperatureAfter heating the mixture
  4. temperatureto reflux for 45 min
  5. customthe solvent was removed under reduced pressure
  6. customThe residue was dried at 120° C. for 30 min
  7. filtrationThe crude product was filtered
  8. washwashed with a solution of thiosulfate
  9. customdried
  10. customused for the synthesis of the 5-phenylalkoxy- and 5-cyclohexylalkoxypsoralens without further purification

출처 및 근거

ORD 기록
ord-6369b6afb54b4e3e8d7ac6854dc44961
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772408B1

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