Tetrahydrofuran → 4,5-Dicyclopropyl-2-ethoxybenzenemethanol

HRID 531054ノート

反応式

HRID 531054 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][CH2:23][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][CH2:23][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 90423797Methyl 4,5-dicyclopropyl-2-ethoxybenzoate

生成物 1

HCID 904239324,5-Dicyclopropyl-2-ethoxybenzenemethanol収率 97.6%

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-ethoxybenzoate (3.26 g) was added at 0° C. to a mixture of lithium aluminum hydride (1.09 g) and THF (65 mL), and the resultant mixture was stirred at room temperature for 1 hour in a nitrogen atmosphere. Water (1 mL), a 1 M aqueous sodium hydroxide solution (1 mL), and water (3 mL) were added in this order to the reaction mixture at 0° C., and the mixture was filtered through celite. 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 (2.84 g).

後処理

  1. filtrationthe mixture was filtered through celite
  2. concentrationThen, the 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-5ec82e1b01784cc8ab4f28c7b3cf4312
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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