Hydrochloric Acid → 3,5-dimethyl-4-hydroxy-6-(5-methoxybenzofuran-2-yl)-2H-pyran-2-one

HRID 1357203노트

반응식

HRID 1357203 반응식
[C:1]([O-:4])([O-])=O.[K+].[K+].Br[CH2:8][C:9]1[O:14][C:13](=[O:15])[C:12]([CH3:16])=[C:11]([O:17]COC)[C:10]=1[CH3:21].Cl.CN([CH:26]=[O:27])C>>[CH3:16][C:12]1[C:13](=[O:15])[O:14][C:9]([C:8]2[O:27][C:26]3[CH:13]=[CH:12][C:11]([O:4][CH3:1])=[CH:10][C:9]=3[CH:8]=2)=[C:10]([CH3:21])[C:11]=1[OH:17]

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 120829716-bromomethyl-3,5-dimethyl-4-methoxymethoxy-2H-pyran-2-one

생성물 1

HCID 546827763,5-dimethyl-4-hydroxy-6-(5-methoxybenzofuran-2-yl)-2H-pyran-2-one

실험 절차

K2CO3 (138 mg) was added to a solution of 5-methoxysalicyl aldehyde (152 mg) and 6-bromomethyl-3,5-dimethyl-4-methoxymethoxy-2H-pyran-2-one (277 mg) in DMF (5 ml), and the mixture was stirred at room temperature for 16 hours. A 6 N hydrochloric acid aqueous solution was slowly added to the reaction solution, and after stirring for one hour, extraction was performed with AcOEt and the organic layer was dried with MgSO4 and then filtered and concentrated. The residue was purified by silica gel column chromatography (n-hexane/AcOEt=1/1) to obtain 3,5-dimethyl-4-hydroxy-6-(5-methoxybenzofuran-2-yl)-2H-pyran-2-one.

후처리

  1. stirringafter stirring for one hour
  2. extractionextraction
  3. dry with materialthe organic layer was dried with MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (n-hexane/AcOEt=1/1)

출처 및 근거

ORD 기록
ord-a52dbc39a06b450abf63a3507d025fb7
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06589984B1

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