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

HRID 1703446Notes

Reaction equation

HRID 1703446 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 (18) milliliters of a benzene solution containing 4.6 g. of 2,2,5-trimethyl oxazolidine was added to 25 ml. of benzene and 4.5 g. of triethylamine. Five and nine-tenths (5.9 g.) grams 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. temperaturecooling in an ice bath
  2. customWhen reaction
  3. customthe benzene layer separated
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe benzene removed under vacuum

Sources & evidence

ORD record
ord-46f83e3bfa454da88fe30cee97c49ca8
Source dataset
uspto-grants-1978_11
Patent number
US04124372

Reaction notes

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