3,4-dihydro-2H-pyran → 2-Fluoro-6-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)benzaldehyde

HRID 1798045노트

반응식

HRID 1798045 반응식
[F:1][C:2]1[CH:9]=[C:8]([OH:10])[CH:7]=[C:6]([OH:11])[C:3]=1[CH:4]=[O:5].CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1.[CH2:29]1[CH2:34][O:33][CH:32]=[CH:31][CH2:30]1>ClCCl>[F:1][C:2]1[CH:9]=[C:8]([O:10][CH:32]2[CH2:31][CH2:30][CH2:29][CH2:34][O:33]2)[CH:7]=[C:6]([OH:11])[C:3]=1[CH:4]=[O:5]

참가 물질

5

반응물 3

HCID 80803,4-dihydro-2H-pyranHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 220104032-Fluoro-4,6-dihydroxybenzaldehyde

생성물 1

HCID 866539702-Fluoro-6-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)benzaldehyde수율 83.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of 2-fluoro-4,6-dihydroxybenzaldehyde (3.12 g, 20.0 mmol) and PPTS (0.51 g, 2.0 mmol) in dichloromethane (100 mL) was added dropwise DHP (3.02 g, 36.0 mmol). The mixture was stirred at room temperature overnight and concentrated under reduced pressure. The residue was purified by column chromatography (EtOAc/PE=1/15) on silica gel to give the title compounds as a colorless oil (3.99 g, Yield: 83.2%). MS (ESI) m/z=241 [M+H]+.

후처리

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by column chromatography (EtOAc/PE=1/15) on silica gel

출처 및 근거

ORD 기록
ord-c98bac793a7c489999f2b3cb59e9c83d
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08343944B2

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