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

HRID 2287021Notes

Reaction equation

HRID 2287021 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-4ca3589ff99e4ce6b1a06770f0da38e3
Source dataset
uspto-grants-1981_05
Patent number
US04268677

Reaction notes

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