Allyl chloride → HCID 54133787, compound

Temperature

60 °C

In a reaction vessel containing 10.42 g of 1,5-pentanediol was put 2.20 g of 60% sodium hydride (in oil), and the mixture was stirred until the evolution of hydrogen gas ceased, to which 3.83 g of 3-chloro-1-propene was added dropwise under ice cooling. The reaction mixture was slowly warmed and stirred at 60° C. for 3 hours, which was then poured into water and extracted twice with diethyl ether. The diethyl ether layers were combined, washed with water, dried over magnesium sulfate and then concentrated to give a crude product. The crude product was subjected to silica gel chromatography, which afforded 1.50 g of 5-(3-chloro-1-propenyloxy)pentanol (yield, 21%).

1. additionwas added dropwise under ice cooling
2. temperatureThe reaction mixture was slowly warmed
3. extractionextracted twice with diethyl ether
4. washwashed with water
5. dry with materialdried over magnesium sulfate
6. concentrationconcentrated
7. customto give a crude product

ORD record

ord-e66a6051a97f47bd987fda2422896faf

Source dataset

uspto-grants-2000_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06140274