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

HRID 1257438

反応式

HRID 1257438 の反応式
[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

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 66939668Methyl 5-methyl-4-[3-(trifluoromethyl)phenyl]furan-2-carboxylate

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-81eb706833f34a9eb910c1929c7319dd
出典データセット
uspto-grants-2013_06
特許番号
US08461348B2

関連ノート

読み込み中…