Sodium Carbonate → HCID 18446907, compound

HRID 1268916Notes

Reaction equation

HRID 1268916 reaction equation
[C:1]1([C:7]2[N:8]([CH2:18][O:19][CH2:20][CH2:21][Si:22]([CH3:25])([CH3:24])[CH3:23])[CH:9]=[C:10]([C:12]3[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=3)[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:26]Br.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[Br:26][C:9]1[N:8]([CH2:18][O:19][CH2:20][CH2:21][Si:22]([CH3:25])([CH3:24])[CH3:23])[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:11][C:10]=1[C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 24408BromineHCID 18446904HCID 18446904, compound

Product 1

HCID 18446907HCID 18446907, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product of Step 1 (15 g, 42.6 mmol) in dichloromethane (300 ml) at room temperature was added bromine (6.81 g, 2.38 ml, 46.5 mmol) followed by a saturated solution of sodium carbonate (150 ml). The mixture was stirred for 40 minutes before being separated and the organic layer washed successively with water and brine. The organic layer was then dried (magnesium sulphate) and concentrated in vacuo to give the title compound (18.1 g, 99%) as a brown viscous oil which was used without further purification; MS(AP+) m/e 431/433 [M+H]+.

Workup

  1. custombefore being separated
  2. washthe organic layer washed successively with water and brine
  3. dry with materialThe organic layer was then dried (magnesium sulphate)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e66008c74f284199a3f7ae5935afd8c9
Source dataset
uspto-grants-2007_04
Patent number
US07199137B2

Reaction notes

Loading…