Dimethylamine → HCID 13881944, compound

To a stirred solution of dimethylamine (6.8 g, 150 mmol) in tetrahydrofuran (150 ml) at 0° C. was added dropwise a solution of 2,2-dimethylsuccinic anhydride (4.8 g, 37.5 mmol) in tetrahydrofuran (50 ml) and reaction mixture stirred for about 16 hours at ambient temperature. The solvent was removed in vacuo and the residue was washed with 6N hydrochloric acid (5 ml) and methylene chloride was added to dissolve the precipitate. The solution was washed with saturated aqueous sodium chloride (2×25 ml), dried over magnesium sulfate and concentrated to a pale yellow solid. The solid was dissolved in methylene chloride (20 ml) and the desired product precipitated upon the addition of hexane to yield a colorless solid. mp 119°-121° C.

1. customThe solvent was removed in vacuo
2. washthe residue was washed with 6N hydrochloric acid (5 ml) and methylene chloride
3. additionwas added
4. dissolutionto dissolve the precipitate
5. washThe solution was washed with saturated aqueous sodium chloride (2×25 ml)
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated to a pale yellow solid
8. dissolutionThe solid was dissolved in methylene chloride (20 ml)
9. customthe desired product precipitated upon the addition of hexane
10. customto yield a colorless solid

ORD record

ord-6720e2dfeecd4874867e2e0a6eae76bd

Source dataset

uspto-grants-1987_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04661483