Tetrahydrofuran → (4,5-Dicyclopropyl-2-isopropoxyphenyl)methanol

HRID 531028ノート

反応式

HRID 531028 の反応式
C1COCC1.[CH:6]1([C:9]2[C:18]([CH:19]3[CH2:21][CH2:20]3)=[CH:17][C:12]([C:13](OC)=[O:14])=[C:11]([O:22][CH:23]([CH3:25])[CH3:24])[CH:10]=2)[CH2:8][CH2:7]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>O>[CH:6]1([C:9]2[C:18]([CH:19]3[CH2:21][CH2:20]3)=[CH:17][C:12]([CH2:13][OH:14])=[C:11]([O:22][CH:23]([CH3:25])[CH3:24])[CH:10]=2)[CH2:7][CH2:8]1

参加物

6

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 90423073Methyl 4,5-dicyclopropyl-2-isopropoxybenzoate

生成物 1

HCID 90423712(4,5-Dicyclopropyl-2-isopropoxyphenyl)methanol収率 98.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

A THF (15 mL) solution of methyl 4,5-dicyclopropyl-2-isopropoxybenzoate (5.90 g) was added at 0° C. to a mixture of lithium aluminum hydride (1.71 g) and THF (85 mL), and the resultant mixture was stirred at room temperature for 30 minutes in a nitrogen atmosphere. Water (1.8 mL), a 1 M aqueous sodium hydroxide solution (1.8 mL), and water (5.4 mL) were added in this order to the reaction mixture at 0° C. The mixture was filtered through celite, and then, the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography (hexane/ethyl acetate) to obtain the title compound (5.22 g).

後処理

  1. filtrationThe mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe obtained residue was purified by silica gel chromatography (hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-1f8a24536d034be085b64ff81b699c16
出典データセット
uspto-grants-2016_05
特許番号
US09353108B2

反応ノート

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