Water → {5-Methyl-4-[3-(trifluoromethyl)phenyl]furan-2-yl}methanol

HRID 1257438노트

반응식

HRID 1257438 반응식
[CH3:1][C:2]1[O:6][C:5]([C:7](OC)=[O:8])=[CH:4][C:3]=1[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH3:1][C:2]1[O:6][C:5]([CH2:7][OH:8])=[CH:4][C:3]=1[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:18])[F:19])[CH:12]=1

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 66939668Methyl 5-methyl-4-[3-(trifluoromethyl)phenyl]furan-2-carboxylate

생성물 1

HCID 66939730{5-Methyl-4-[3-(trifluoromethyl)phenyl]furan-2-yl}methanol수율 88.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution (4 mL) of the compound (0.80 g) obtained in Example 128c in tetrahydrofuran was cooled in an ice bath, and lithium aluminum hydride (0.16 g) was added by small portions. The reaction mixture was stirred at the same temperature for 1 hr, water (0.16 mL), 15% sodium hydroxide (0.16 ml) and water (0.48 mL) were successively added, and the mixture was stirred at room temperature for 15 min. The insoluble material was filtered off through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate) to give the title compound (0.64 g) as a solid.

후처리

  1. stirringthe mixture was stirred at room temperature for 15 min
  2. filtrationThe insoluble material was filtered off through celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-81eb706833f34a9eb910c1929c7319dd
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461348B2

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