Dimethylamine → Phthalimide

2-Phthalimidoethanesulfonyl chloride (3.04 g) was dissolved in tetrahydrofuran (40 ml), 50% aqueous dimethylamine (2.5 ml) was added dropwise to the solution at room temperature, and the resulting mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, ethyl acetate and saturated aqueous sodium hydrogencarbonate were added to the resulting residue, and the layers were separated. The organic layer was dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (chloroform:methanol=97:1) to obtain a phthalimide compound (1.60 g). (2) By using the compound obtained in (1) mentioned above (1.58 g) as a starting material, the title compound (840 mg) was obtained in the same manner as that of Reference Example 9, (2).

1. concentrationThe reaction mixture was concentrated under reduced pressure, ethyl acetate and saturated aqueous sodium hydrogencarbonate
2. additionwere added to the resulting residue
3. customthe layers were separated
4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationThe filtrate was concentrated under reduced pressure
7. customthe resulting residue was purified by silica gel column chromatography (chloroform:methanol=97:1)

ORD record

ord-29c3ecef2a5f4f6fa1cc3af43c46df23

Source dataset

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09139609B2