Water → HCID 13003352, compound

HRID 1659436Notes

Reaction equation

HRID 1659436 reaction equation
[CH3:1][C:2]1([CH3:7])[NH:6][CH2:5][CH2:4][O:3]1.C(N(CC)CC)C.[Cl:15][CH:16]([Cl:24])[C:17]([O:19][CH2:20][C:21](Cl)=[O:22])=[O:18].O>C(Cl)Cl>[CH3:1][C:2]1([CH3:7])[N:6]([C:21](=[O:22])[CH2:20][O:19][C:17](=[O:18])[CH:16]([Cl:24])[Cl:15])[CH2:5][CH2:4][O:3]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 5506972,2-Dimethyl-oxazolidineHCID 13003351HCID 13003351, compound

Product 1

HCID 13003352HCID 13003352, compoundYield 69.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution was made by combining while cooling in an ice bath, 1.51 g (0.015 mole) of 2,2-dimethyloxazolidine, 1.6 g (0.015 mole) of triethylamine, and 100 ml of methylene chloride. A second solution containing 3.08 g (0.015 mole) of dichloroacetoxyacetyl chloride dissolved in 10 ml of methylene chloride was added dropwise to the first solution. The mixture was stirred in the ice bath for ten minutes. After refluxing for one hour, it was allowed to cool to room temperature. The reaction product was water washed twice and dried over magnesium sulfate. It was decolorized with a decolorizing agent and charcoal. The solvent was removed by reduced pressure evaporation leaving 2.8 g (69% yield) of 2,2-dimethyl-3-dichloroacetoxyacetyloxazolidine. The structure was confirmed by IR.

Workup

  1. temperaturewhile cooling in an ice bath
  2. additionwas added dropwise to the first solution
  3. temperatureAfter refluxing for one hour
  4. washwashed twice
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was removed by reduced pressure evaporation

Sources & evidence

ORD record
ord-af5ec9aa28664907aa856af0d6f4b2db
Source dataset
uspto-grants-1981_12
Patent number
US04303792

Reaction notes

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