Oxygen → 4-(1H-indol-3-yl)butan-1-ol

LiAlH4 (1.14 g, 30 mmol) was initially introduced into dry THF (100 ml) with exclusion of oxygen. 4-(1H-Indol-3-yl)butanoic acid (2.03 g, 10 mmol, dissolved in 80 ml of dry THF) was added dropwise to the suspension in the course of 30 min. Thereafter, the mixture was heated under reflux at the boiling point for 3 h. The reaction mixture was stirred at room temperature overnight. Water (30 ml) was then cautiously added to the mixture. The mixture was stirred for 20 min and 2N NaOH (10 ml) was added. The organic phase was separated off and the aqueous solution which remained was extracted with diethyl ether (3×40 ml). The ethereal solution was dried over Na2SO4 and concentrated to dryness on a rotary evaporator. Ind-57 was obtained in this way in a yield of 1.8 g

1. temperatureThereafter, the mixture was heated
2. temperatureunder reflux at the boiling point for 3 h
3. stirringThe mixture was stirred for 20 min
4. customThe organic phase was separated off
5. extractionthe aqueous solution which remained was extracted with diethyl ether (3×40 ml)
6. dry with materialThe ethereal solution was dried over Na2SO4
7. concentrationconcentrated to dryness on a rotary evaporator
8. customInd-57 was obtained in this way in a yield of 1.8 g

ORD record

ord-6bca00a7ed6648aa860b53bb3c5ff02d

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08138187B2