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

HRID 1357203ノート

反応式

HRID 1357203 の反応式
[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]

参加物

5

反応物 4

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

生成物 1

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

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-a52dbc39a06b450abf63a3507d025fb7
出典データセット
uspto-grants-2003_07
特許番号
US06589984B1

反応ノート

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