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

HRID 1729576

Reaction equation

HRID 1729576 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-72372baef31541d4bf4a79ae584aded6
Source dataset
uspto-grants-1976_11
Patent number
US03989503

Linked notes

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