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

HRID 1702917

Reaction equation

HRID 1702917 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 =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-46b33189bab2483b9e9674d84cb5b811
Source dataset
uspto-grants-1982_09
Patent number
US04350517

Linked notes

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