Hydrogen Bromide → HCID 19065068, compound

HRID 482021Notes

Reaction equation

HRID 482021 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([C:17](=[O:20])[CH2:18][CH3:19])[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BrH:21].BrBr>CO.C([O-])(O)=O.[Na+]>[Br:21][CH:18]([C:17]([CH:14]1[CH2:15][CH2:16][N:11]([C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:10])[CH2:12][CH2:13]1)=[O:20])[CH3:19]

Participants

6

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 19065058HCID 19065058, compound

Product 1

HCID 19065068HCID 19065068, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 516892Sodium BicarbonateSolvent

Procedure

To a solution of 3 (3.3 g, 11.6 mmol) in CH3OH (50 ml) under Ar with 48% HBr (100 μL) was added dropwise at room temperature bromine (1.9 g, 11.8 mmol). After stirring overnight, the solution was poured in saturated NaHCO3 and the aqueous solution extracted with EtOAc (3×). The combined organic extracts were backwashed with brine, dried, filtered and concentrated to dryness to yield 4.3 g of 4.

Workup

  1. extractionthe aqueous solution extracted with EtOAc (3×)
  2. customdried
  3. filtrationfiltered
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-9f1459c0c393411a9c5e243e3849baa5
Source dataset
uspto-grants-1998_08
Patent number
US05792778

Reaction notes

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