Lithium Bromide → HCID 15612126, compound

HRID 580424Notes

Reaction equation

HRID 580424 reaction equation
[Cl:1][C:2]1[C:7]2[CH2:8][CH:9]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=3)[C:10]([CH2:18][CH3:19])(C(OC)=O)[C:11](=[O:13])[NH:12][C:6]=2[CH:5]=[CH:4][CH:3]=1.[Br-].[Li+]>CN(C)C=O.O.C(OCC)(=O)C>[Cl:1][C:2]1[C:7]2[CH2:8][CH:9]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=3)[CH:10]([CH2:18][CH3:19])[C:11](=[O:13])[NH:12][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 2

HCID 82050Lithium BromideHCID 15612178HCID 15612178, compound

Product 1

HCID 15612126HCID 15612126, compoundYield 42.7%

Reagents, catalysts & solvents 3

HCID 962WaterCatalystHCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

6-Chloro-1,3,4,5-tetrahydro-3-ethyl-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one (2.67 g, 6.88 mmole) and lithium bromide (3.05 g, 35.1 mmole) in dimethylformamide (40 ml) and water (2 drops) were heated at 130° C. for 4 hours. The cooled mixture was dissolved in ethyl acetate, washed with water, dried (magnesium sulfate), and concentrated. The residue was triturated with hexane to obtain 0.97 g of crude tan solid. Additional product was present in the mother liquor.

Workup

  1. washwashed with water
  2. dry with materialdried (magnesium sulfate)
  3. concentrationconcentrated
  4. customThe residue was triturated with hexane

Sources & evidence

ORD record
ord-4149832b9dd04b91a31bfaf602b9d71d
Source dataset
uspto-grants-1988_06
Patent number
US04752645

Reaction notes

Loading…