Tetrahydrofuran → HCID 18351660, 화합물

HRID 430769노트

반응식

HRID 430769 반응식
[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

참가 물질

5

반응물 4

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

생성물 1

HCID 18351660HCID 18351660, 화합물수율 47%

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-3899f041d5c7434fa90e5f89861b1b1a
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06323235B1

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