Benzene → Oxazolidine, 3-(dichloroacetyl)-2,2-dimethyl-

HRID 1729575Notes

Reaction equation

HRID 1729575 reaction equation
[CH3:1][C:2]1([CH3:7])[NH:6][CH2:5][CH2:4][O:3]1.C1C=CC=CC=1.C(N(CC)CC)C.[Cl:21][CH:22]([Cl:26])[C:23](Cl)=[O:24]>O>[CH3:1][C:2]1([CH3:7])[N:6]([C:23](=[O:24])[CH:22]([Cl:26])[Cl:21])[CH2:5][CH2:4][O:3]1

Participants

6

Reactant 4

HCID 241BenzeneHCID 6593Dichloroacetyl chlorideHCID 8471TriethylamineHCID 5506972,2-Dimethyl-oxazolidine

Product 1

HCID 11492198Oxazolidine, 3-(dichloroacetyl)-2,2-dimethyl-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Five and one-tenth (5.1 g.) grams of 2,2-dimethyl oxazolidine dissolved in 50 ml. of benzene was treated with 5.5 g. of triethylamine and 7.4 g. of dichloroacetyl chloride was added dropwise with stirring and cooling in an ice bath. The mixture was poured into water, the benzene solution separated, dried over anhydrous magnesium sulfate and the solvent stripped under vacuum. The product was a waxy solid which had a melting point of 113°-115° C. on recrystallization from diethyl ether.

Workup

  1. temperaturecooling in an ice bath
  2. customthe benzene solution separated
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customon recrystallization from diethyl ether

Sources & evidence

ORD record
ord-79e12455a8934021b3781b4592767068
Source dataset
uspto-grants-1976_11
Patent number
US03989503

Reaction notes

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