N-bromobutanimide → HCID 23369619, compound

HRID 1900835Notes

Reaction equation

HRID 1900835 reaction equation
[OH:1][C:2]1[C:11]([CH2:12][C:13]([CH3:15])=[CH2:14])=[CH:10][C:9]([CH3:16])=[C:8]2[C:3]=1[CH2:4][C:5]([CH3:19])([CH3:18])[C:6](=[O:17])[NH:7]2.[Br:20]N1C(=O)CCC1=O>C(Cl)(Cl)Cl.CCCCCC>[Br:20][CH2:14][C:13]1([CH3:15])[O:1][C:2]2=[C:3]3[C:8](=[C:9]([CH3:16])[CH:10]=[C:11]2[CH2:12]1)[NH:7][C:6](=[O:17])[C:5]([CH3:19])([CH3:18])[CH2:4]3

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 23369558HCID 23369558, compound

Product 1

HCID 23369619HCID 23369619, compoundYield 74.2%

Reagents, catalysts & solvents 1

HCID 21585165Chloroform hexaneSolvent

Procedure

Using 5-hydroxy-6-(2-methyl-2-propenyl)-3,3,8-trimethyl-3,4-dihydrocarbostyril (1.35 g, 5.18 mmol) and N-bromosuccinimide (968 mg, 5.44 mmol), the procedure of Example 299 was followed (reaction, post-treatment, and recrystallization from chloroform-hexane) to obtain 1.30 g of the title compound as colorless needles (74%).

Sources & evidence

ORD record
ord-1fc35362dbe948f685243c10b270c0f9
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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