Triethylamine → N-(2,4,4-Trimethylpentan-2-yl)ethenesulfonamide

Temperature

-18 °C

Tert-octylamine (1.47 mol, 236.3 ml), triethylamine (0.49 mol, 68.3 ml) and dichloromethane (400 ml) were placed in a 3 neck flask under nitrogen and cooled to −18° C. A solution of 2-chloro-1-ethane sulfonyl chloride in dichloromethane (400 ml) was added in a dropwise fashion over 2 hours, the reaction temperature was maintained between −18 and −9° C. during the addition. The reaction was allowed to warm to room temperature (RT) over 1 hour then washed with 1N HCl (400 ml) followed by distilled water (2×200 ml). The organic layer was dried with MgSO4 then concentrated to give a pale yellow oil. The oil was dried under vacuum at 50° C. to give ethenesulfonic acid (1,1,3,3-tetramethyl-butyl)-amide, 96.0 g (90% yield) as a pale yellow oil.

1. temperaturethe reaction temperature was maintained between −18 and −9° C. during the addition
2. temperatureto warm to room temperature (RT) over 1 hour
3. washthen washed with 1N HCl (400 ml)
4. distillationby distilled water (2×200 ml)
5. dry with materialThe organic layer was dried with MgSO4
6. concentrationthen concentrated
7. customto give a pale yellow oil
8. customThe oil was dried under vacuum at 50° C.

ORD record

ord-36e4abbdf817487fb6fa06c3d1485ab8

Source dataset

uspto-grants-2007_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07208526B2