Phthalimide → HCID 53485842, compound

HRID 720753Notes

Reaction equation

[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[CH2:12]([C@@H:14]1[O:16][CH2:15]1)Cl.C(=O)([O-])[O-].[Na+].[Na+].CC(C)([O-])C.[K+]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.C(O)(C)C>[CH2:12]([C:10]1[CH:9]=[CH:8][CH:7]=[C:3]2[C:4]([NH:5][C:1](=[O:11])[C:2]=12)=[O:6])[C@H:14]1[O:16][CH2:15]1

Participants

Conditions

Temperature: 20 °C

Procedure

Into a reaction vessel were put phthalimide (2.00 g, 13.6 mol), (R)-epichlorohydrin (2.26 g, 24.5 mmol), anhydrous sodium carbonate (0.72 g, 6.80 mmol), tetra n-butylammonium hydrogensulfate (0.46 g, 1.36 mol) and isopropanol (13 ml) and the mixture was reacted at room temperature at 50° C. for 23 hours. And then to the residue was gradually added potassium tert-butoxide (1.83 g, 16.3 mmol) in isopropanol and the mixture is stirred at 20° C. for 1 hour. After the reaction, post-treatment was carried out to give crude (R)-glycidylphthalimide (2.21 g, yield 80%, optical purity 98% e.e.) as white crystals.

Workup

customInto a reaction vessel were put
customAfter the reaction

Sources & evidence

ORD record: ord-fe10052bf4ce428da9890054ec050eb0
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07135576B2

Reaction notes

Loading…