Phosgene → HCID 20263014, compound

HRID 464422Notes

Reaction equation

HRID 464422 reaction equation
[C:1]([Cl:4])(Cl)=[O:2].C([N:12]1[CH2:16][CH2:15][CH:14]([O:17][C:18]2[C:23]([Cl:24])=[CH:22][CH:21]=[CH:20][C:19]=2[Cl:25])[CH2:13]1)C1C=CC=CC=1>C1C=CC=CC=1>[Cl:25][C:19]1[CH:20]=[CH:21][CH:22]=[C:23]([Cl:24])[C:18]=1[O:17][CH:14]1[CH2:15][CH2:16][N:12]([C:1]([Cl:4])=[O:2])[CH2:13]1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 20263065HCID 20263065, compound

Product 1

HCID 20263014HCID 20263014, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 170 ml of 2M phosgene (0.34 mole) stirred at 15° C. was added 109.2 g (0.34 mole) of 1-benzyl-3-(2,6-dichlorophenoxy)pyrrolidine in 300 ml of benzene. The color turned from yellow to deep amber. For convenience, the solution was allowed to stir for 72 hr, then concentrated to give a deep amber colored viscous oil. The oil was triturated with 1.6 liters of 30/60 petroleum ether. The petroleum ether wash was cooled to give 101.5 g of nearly pure title compound containing a trace of benzyl chloride. The yield was nearly quantitative.

Workup

  1. concentrationconcentrated
  2. customto give a deep amber colored viscous oil
  3. customThe oil was triturated with 1.6 liters of 30/60 petroleum ether
  4. washThe petroleum ether wash
  5. temperaturewas cooled

Sources & evidence

ORD record
ord-7fc442fb433748779809a6dc30495e2a
Source dataset
uspto-grants-1985_10
Patent number
US04547514

Reaction notes

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