Benzene → HCID 12962338, compound

HRID 2059116Notes

Reaction equation

HRID 2059116 reaction equation
C1C=CC=CC=1.[CH3:7][C:8]1([CH3:20])[NH:12][CH:11]([CH3:13])[CH:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[O:9]1.[Cl:21][CH:22]([Cl:26])[C:23](Cl)=[O:24]>C(N(CC)CC)C>[CH3:20][C:8]1([CH3:7])[N:12]([C:23](=[O:24])[CH:22]([Cl:26])[Cl:21])[CH:11]([CH3:13])[CH:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[O:9]1

Participants

5

Reactant 3

HCID 241Benzene2×HCID 6593Dichloroacetyl chlorideHCID 13311780HCID 13311780, compound

Product 1

HCID 12962338HCID 12962338, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Twenty-three (23) ml. of a benzene solution containing 5.7 g. of 2,2,4-trimethyl-5-phenyl oxazolidine was mixed with 25 ml. of benzene and 3.1 g. of triethylamine and stripped at room temperature, while 4.4 g. of dichloroacetyl chloride was added dropwise. After standing for about 30 minutes, the mixture was washed with water, separated, dried over magnesium sulfate and stripped under vacuum. The product which crystallized was extracted with ether and precipitated with pentane. There was obtained 3.9 g. of a solid, the title compound, m.p. 126° C.

Workup

  1. customstripped at room temperature, while 4.4 g
  2. washthe mixture was washed with water
  3. customseparated
  4. dry with materialdried over magnesium sulfate
  5. customThe product which crystallized
  6. extractionwas extracted with ether
  7. customprecipitated with pentane
  8. customThere was obtained 3.9 g

Sources & evidence

ORD record
ord-f4192644637b4e1eafb233d38eae9d28
Source dataset
uspto-grants-1982_03
Patent number
US04322240

Reaction notes

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