Furan → 5-Chloro-1-(2-furyl)-1-pentanol

Temperatur

0 °C

To a stirred suspension of 2-furyllithium [prepared from 0.53 moles of n-butyllithium and 39.5 g of furan by the procedure of J. Org. Chem., 27, 1216 (1962)] in 350 ml. of ether and with 200 ml. of hexane at -78° C is added a solution of 57.9 g of 5-chloropentanol [Chem. Abstr. 59, 7579F (1963)] in 80 ml. of ether during 25 minutes. The mixtures is warmed to 0° C. during 20 minutes, stirred at 0° C for 15 minutes, and treated with 140 ml. of saturated ammonium chloride. The ether phase is washed with water and brine, dried over magnesium sulfate and potassium carbonate mixture, and concentrated to give a liquid, pmr spectrum (CDCl3) δ 3.59 (triplet, CH2Cl) and 4.70 (triplet, CH2CHOH).

1. additiontreated with 140 ml
2. washThe ether phase is washed with water and brine
3. dry with materialdried over magnesium sulfate and potassium carbonate mixture
4. concentrationconcentrated
5. customto give a liquid, pmr spectrum (CDCl3) δ 3.59 (triplet, CH2Cl) and 4.70 (triplet, CH2CHOH)

ORD-Eintrag

ord-9271771fdd80462e8514c19128269368

Quelldatensatz

uspto-grants-1978_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04131737