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

HRID 2272476노트

반응식

HRID 2272476 반응식
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

참가 물질

6

반응물 4

HCID 8028Tetrahydrofuran2회HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 90423073Methyl 4,5-dicyclopropyl-2-isopropoxybenzoate

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-071f69b597384e4896b1d8dd062b9dd3
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09120777B2

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