Ethyl bromoacetate → HCID 54409902, compound

HRID 1112008Notes

Reaction equation

HRID 1112008 reaction equation
C(=O)([O-])[O-].[K+].[K+].Br[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10].[CH2:14]([O:16][C:17]([C:19]1[S:20][C:21]([Cl:25])=[CH:22][C:23]=1[OH:24])=[O:18])[CH3:15]>C(C(C)=O)C>[CH2:14]([O:16][C:17]([C:19]1[S:20][C:21]([Cl:25])=[CH:22][C:23]=1[O:24][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:18])[CH3:15]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 54708202HCID 54708202, compound

Product 1

HCID 54409902HCID 54409902, compoundYield 101.5%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
30 °C

Procedure

1.07 g of potassium carbonate and 1.3 g of ethyl bromoacetate were added to a solution of 1.6 g of the product of Step A in 50 ml of methyl ethyl ketone and the mixture was refluxed for an hour and was cooled to 30° C. The mixture was filtered and the filtrate was evaporated to dryness. The residue was taken up in ethyl acetate and the solution was washed with water, dried and evaporated to dryness to obtain 2.3 g of ethyl (2-ethoxycarbonyl-5-chloro-3-thienyl)-oxyacetate.

Workup

  1. temperaturethe mixture was refluxed for an hour
  2. filtrationThe mixture was filtered
  3. customthe filtrate was evaporated to dryness
  4. washthe solution was washed with water
  5. customdried
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-b0a4974399824d788d0e306ea9481897
Source dataset
uspto-grants-1978_10
Patent number
US04119727

Reaction notes

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