2-Bromopropionic acid → HCID 54514318, compound

HRID 2049030Notes

Reaction equation

HRID 2049030 reaction equation
[Na].[CH3:2]/[C:3](/[C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)=[N:4]/[OH:5].Br[CH:14]([CH3:18])[C:15]([OH:17])=[O:16]>C(O)C>[CH3:2][C:3](=[N:4][O:5][CH:14]([CH3:18])[C:15]([OH:17])=[O:16])[C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 117292-Bromopropionic acidHCID 5360545SodiumHCID 54625571956-39-4

Product 1

HCID 54514318HCID 54514318, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 1.85 g of a sodium in 150 ml of absolute ethanol 6.8 g of 4-chloroacetophenone oxime and 8.6 g of α-bromopropionic acid were added in this order with stirring. After the mixture had been stirred for 1 hour the ethanol was removed in a vacuum. The residue was mixed with water and the mixture was washed twice with ether. The aqueous solution then was acidified and extracted twice with ether. The ethereal extracts were washed 6 times with water, dried over anhydrous sodiumsulfate and concentrated by evaporation. After crystallisation of the residue from petroleum ether, the superscribed substance was obtained. After it had been washed once with water and crystallized from a mixture of benzene and petroleum ether te melting point was 88° C.-89° C.

Workup

  1. customwas removed in a vacuum
  2. additionThe residue was mixed with water
  3. washthe mixture was washed twice with ether
  4. extractionextracted twice with ether
  5. washThe ethereal extracts were washed 6 times with water
  6. dry with materialdried over anhydrous sodiumsulfate
  7. concentrationconcentrated by evaporation
  8. customAfter crystallisation of the residue from petroleum ether
  9. customthe superscribed substance was obtained
  10. washAfter it had been washed once with water
  11. customcrystallized from a mixture of benzene and petroleum ether te melting point was 88° C.-89° C.

Sources & evidence

ORD record
ord-df50aed75f2c4e848e541de569e32b9c
Source dataset
uspto-grants-1980_04
Patent number
US04196216

Reaction notes

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