Water → HCID 53709009, compound

HRID 1380464Notes

Reaction equation

HRID 1380464 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][C:5](=[O:8])[O:6][CH3:7].N1C=CC=CC=1.[Br:15][CH:16]([CH3:20])[C:17](Br)=[O:18].O>C(OCC)C>[Br:15][CH:16]([CH3:20])[C:17]([O:1][CH2:2][CH2:3][NH:4][C:5](=[O:8])[O:6][CH3:7])=[O:18]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 79047Propanoyl bromide, 2-bromo-HCID 1270162113296-56-5

Product 1

HCID 53709009HCID 53709009, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

9.0 g of methyl 2-hydroxyethylcarbamate and 6.7 g of pyridine are dissolved in 70 ml of diethyl ether and cooled to 0°-5° C. 18.0 g of 2-bromopropionyl bromide, dissolved in 20 ml of diethyl ether are now added dropwise within 30 minutes and the mixture is stirred at ice temperature for a further 30 minutes and at room temperature for 1 hour. For the working-up, the mixture is poured into water and extracted with diethyl ether. The ether phase is washed twice with sodium chloride solution, dried over anhydrous sodium sulphate and evaporated under reduced pressure. There is obtained methyl 2-(2-bromopropionyloxy)ethylcarbamate as a yellow oil which is used without further purification.

Workup

  1. temperaturecooled to 0°-5° C
  2. additionare now added dropwise within 30 minutes
  3. extractionextracted with diethyl ether
  4. washThe ether phase is washed twice with sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulphate
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-522cc7f496c54166b42230bc55534adc
Source dataset
uspto-grants-1986_04
Patent number
US04582526

Reaction notes

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