Bromine → HCID 53655475, compound

HRID 1277741Notes

Reaction equation

HRID 1277741 reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]([CH2:10][CH3:11])=[CH:5][O:6][CH2:7][CH2:8][Br:9].BrBr>CO.[C].[Pd].[N+]([O-])([O-])=O.[Ag+]>[CH3:1][O:2][C:3](=[O:12])[CH:4]([CH2:10][CH3:11])[CH2:5][O:6][CH2:7][CH2:8][Br:9]

Participants

6

Reactant 2

HCID 24408Bromine2×HCID 53895467HCID 53895467, compound

Product 1

HCID 53655475HCID 53655475, compound

Reagents, catalysts & solvents 3

HCID 24470Silver NitrateCatalystHCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

47.4 g 3-(2-Bromoethoxy)-2-ethyl-acrylic acid methyl ester was hydrogenated in 300 ml methanol in the presence of 8 g 5% moist palladium-carbon catalyst at ambient temperature and pressure. After 75% of the expected amount of hydrogen had been consumed, the hydrogenation mixture was heated at 50° C. while the remaining 25% of the hydrogen was absorbed. When a sample of the filtered reaction mixture was titrated with silver nitrate, only approximately 1.1% of the bromine originally present was found in the form of bromine ions.

Workup

  1. customAfter 75% of the expected amount of hydrogen had been consumed
  2. customwas absorbed
  3. customWhen a sample of the filtered reaction mixture

Sources & evidence

ORD record
ord-78d43da5bcb64f6c964d9b13ba4013cf
Source dataset
uspto-grants-1981_07
Patent number
US04278808

Reaction notes

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