Benzene → HCID 12962338, compound

HRID 1979883Notes

Reaction equation

HRID 1979883 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-f184ed255c1c4e52b3390ef07d8e2ae1
Source dataset
uspto-grants-1984_11
Patent number
US04483706

Reaction notes

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