Tetrahydrofuran → HCID 18351660、化合物

HRID 430769ノート

反応式

HRID 430769 の反応式
[CH3:1][O:2][C:3]1[C:11]2[O:10][CH:9]=[C:8]([C:12](O)=O)[C:7]=2[CH:6]=[CH:5][CH:4]=1.[C:15]1([CH2:21][CH2:22][C:23](=[O:26])[CH2:24][OH:25])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C1(N=C=NC2CCCCC2)CCCCC1.C1C[O:45][CH2:44]C1>>[C:15]1([CH2:21][CH2:22][C:23](=[O:26])[CH2:24][O:25][C:44]([CH2:12][C:8]2[C:7]3[CH:6]=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:11]=3[O:10][CH:9]=2)=[O:45])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

5

反応物 4

HCID 8028TetrahydrofuranHCID 10868DicyclohexylcarbodiimideHCID 128446037-methoxy-1-benzofuran-3-carboxylic acidHCID 150904631-Hydroxy-4-phenylbutan-2-one

生成物 1

HCID 18351660HCID 18351660、化合物収率 47%

実験手順

7-methoxybenzofuran-3-carboxylic acid (220 mg) was dissolved in THF (5 ml). To this solution, 4-phenyl-2-oxo-1-butanol (211 mg) and dicyclohexylcarbodiimide (330 mg) were added and the resulting solution was stirred at room temperature for 16 hours. The reaction solution was filtered and the filtrate was poured into water layer (50 ml), followed by extraction twice with ethyl acetate (20 ml). The organic layers were combined and washed with saturated brine, followed by drying over sodium sulfate. After removing the sodium sulfate by filtration, the solvent was removed under reduced pressure and the residue was purified by column chromatography (solvent: hexane/ethyl acetate=3/1) using silica gel to obtain the desired compound (178 mg, yield: 47%).

後処理

  1. filtrationThe reaction solution was filtered
  2. additionthe filtrate was poured into water layer (50 ml)
  3. extractionfollowed by extraction twice with ethyl acetate (20 ml)
  4. washwashed with saturated brine
  5. dry with materialby drying over sodium sulfate
  6. customAfter removing the sodium sulfate
  7. filtrationby filtration
  8. customthe solvent was removed under reduced pressure
  9. customthe residue was purified by column chromatography (solvent: hexane/ethyl acetate=3/1)

出典と根拠

ORDレコード
ord-3899f041d5c7434fa90e5f89861b1b1a
出典データセット
uspto-grants-2001_11
特許番号
US06323235B1

反応ノート

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