Benzene → 2,2,5-Trimethyl-3-(dichloroacetyl)-1,3-oxazolidine

HRID 2287233Notes

Reaction equation

HRID 2287233 reaction equation
C1C=CC=CC=1.[CH3:7][C:8]1([CH3:14])[NH:12][CH2:11][CH:10]([CH3:13])[O:9]1.C(N(CC)CC)C.[Cl:22][CH:23]([Cl:27])[C:24](Cl)=[O:25]>O>[CH3:7][C:8]1([CH3:14])[N:12]([C:24](=[O:25])[CH:23]([Cl:27])[Cl:22])[CH2:11][CH:10]([CH3:13])[O:9]1

Participants

6

Reactant 4

HCID 241Benzene2×HCID 6593Dichloroacetyl chlorideHCID 8471TriethylamineHCID 95486Oxazolidine, 2,2,5-trimethyl-

Product 1

HCID 620192,2,5-Trimethyl-3-(dichloroacetyl)-1,3-oxazolidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Eighteen milliliters (ml.) of a benzene solution containing 4.6 grams (g.) of 2,2,5-trimethyl oxazolidine was added to 25 ml. of benzene and 4.5 g. of triethylamine. Five and nine-tenths g. of dichloroacetyl chloride was added dropwise with stirring and cooling in an ice bath. When reaction was complete, the mixture was poured into water and the benzene layer separated, dried over anhydrous magnesium sulfate and the benzene removed under vacuum. Yield was 7.7 g. of an oil, nD30 32 1.4950.

Workup

  1. additionwas added to 25 ml
  2. temperaturecooling in an ice bath
  3. customWhen reaction
  4. customthe benzene layer separated
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe benzene removed under vacuum

Sources & evidence

ORD record
ord-5763051eb298475fa23d77ff8cad4aa7
Source dataset
uspto-grants-1981_05
Patent number
US04269986

Reaction notes

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