Dichloromethane → HCID 12962282, compound

HRID 2059108Notes

Reaction equation

HRID 2059108 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]2[NH:14][CH2:13][CH2:12][O:11]2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].C(Cl)Cl.[Cl:18][CH:19]([Cl:23])[C:20](Cl)=[O:21]>C(N(CC)CC)C>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]2[N:14]([C:20](=[O:21])[CH:19]([Cl:23])[Cl:18])[CH2:13][CH2:12][O:11]2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 6593Dichloroacetyl chlorideHCID 2417432-(3-nitrophenyl)-1,3-oxazolidine

Product 1

HCID 12962282HCID 12962282, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Five and eight tenths (5.8) grams of 2-m-nitrophenyl oxazolidine was dissolved in 50 ml. methylene chloride containing 3.5 g. of triethylamine. Dichloroacetyl chloride 4.4 g. was added dropwise with stirring to the reaction flask and cooled in a water bath at room temperature. When addition was complete, the mixture was stirred at room temperature for about 30 minutes, washed with water, separated and dried over anhydrous magnesium sulfate. The solvent was stripped off under vacuum. There was obtained a yield of 8.6 g. of the title compound, ND30 =1.5590.

Workup

  1. additionwas added dropwise
  2. additionWhen addition
  3. stirringthe mixture was stirred at room temperature for about 30 minutes
  4. washwashed with water
  5. customseparated
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThere was obtained a yield of 8.6 g

Sources & evidence

ORD record
ord-54930fd970984dabb4766d6ef47a8a05
Source dataset
uspto-grants-1982_03
Patent number
US04322240

Reaction notes

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