Dimethadione → 3-[2-(2-Bromophenyl)ethyl]-5,5-dimethyloxazolidine-2,4-dione

HRID 1797295

Reaction equation

[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[CH2:4][CH2:5]O.[CH3:11][C:12]1([CH3:19])[O:16][C:15](=[O:17])[NH:14][C:13]1=[O:18].BrC1C=CC=CC=1CCN1C(=O)CN(C)C1=O>>[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[CH2:4][CH2:5][N:14]1[C:13](=[O:18])[C:12]([CH3:19])([CH3:11])[O:16][C:15]1=[O:17]

Participants

Reactant 3

HCID 3081Dimethadione

HCID 27340892-(2-Bromophenyl)ethan-1-ol

HCID 98573943-[2-(2-Bromophenyl)ethyl]-1-methylimidazolidine-2,4-dione

Product 1

HCID 98363753-[2-(2-Bromophenyl)ethyl]-5,5-dimethyloxazolidine-2,4-dione

Procedure

2-Bromophenethyl alcohol (402 mg, 2 mmol) and 5,5-dimethyl-oxazolidine-2,4-dione (361 mg, 2.8 mmol) were treated as described in the preparation of compound 436. Purification was done by flash chromatography (petroleum ether/ethyl acetate 4:1) to provide the title compound as a colorless solid.

Workup

customPurification

Sources & evidence

ORD record: ord-6f5191f609924eebba29e0c6ade06955
Source dataset: uspto-grants-2006_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07034015B2

Linked notes

Loading…