Hydrochloric Acid → HCID 53653806, compound

2-Ethylthio-1-nitrobutane was prepared by dropwise addition of a solution of triethylamine (16.77 g., 0.166 mol) and acetonitrile (50 ml.) to a stirred solution of 2-acetoxy-1-nitrobutane (26.50 g., 0.164 mol) and ethanethiol (11.20 g., 0.164 mol) over 30 minutes at 0°-5° C. Upon complete addition, the resulting solution was stirred for 1 hour at 0°-5° C., and then was poured into dilute aqueous hydrochloric acid solution (500 ml.). The organics were extracted into methylene chloride (3×150 ml.) and the combined portions were washed with deionized water (2×200 ml.), dried over magnesium sulfate, filtered and concentrated under reduced pressure. The product was distilled (1.5 Torr., 72°-75° C., internal) yielding a clear oil, 23.03 g., 86% yield. 1H-NMR (CDC13): δ 1.1, t, 3H, --CH3 ; 1.29, t, 3H, SCH2CH3 ; 2.5-2.85, m, 2H, --CH2 --; 2.6, q, 2H, SCH2 --; 3.28, m, 1H, CH; 4.5, d, 2H, --CH2NO2.

1. additionUpon complete addition
2. extractionThe organics were extracted into methylene chloride (3×150 ml.)
3. washthe combined portions were washed with deionized water (2×200 ml.)
4. dry with materialdried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. distillationThe product was distilled (1.5 Torr., 72°-75° C., internal)
8. customyielding a clear oil, 23.03 g

ORD record

ord-691820c93e05454b8095cb95be8f9e90

Source dataset

uspto-grants-1999_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05883134