Hydrochloric Acid → HCID 19424020, compound

HRID 743351Notes

Reaction equation

HRID 743351 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][C:10]2[CH:24]=[CH:23][CH:22]=[CH:21][C:11]=2[O:12][CH2:13][CH2:14][CH:15]2[CH2:19][CH2:18][CH2:17][N:16]2[CH3:20])[CH:5]=[CH:6][CH:7]=1.[ClH:25]>O1CCOCC1>[ClH:25].[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][C:10]2[CH:24]=[CH:23][CH:22]=[CH:21][C:11]=2[O:12][CH2:13][CH2:14][CH:15]2[CH2:19][CH2:18][CH2:17][N:16]2[CH3:20])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10693649HCID 10693649, compound

Product 1

HCID 19424020HCID 19424020, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

0.450 g of 2-(2-{2-[2-(3-bromophenyl)ethyl]phenoxy}ethyl)-1-methylpyrrolidine [prepared as described in step (a) above] was dissolved in a small amount of dioxane, and 0.4 ml of a 4N solution of hydrogen chloride in dioxane was added to the solution. The mixture was then concentrated by distillation under reduced pressure. The concentrate was dissolved in 15 ml of ethyl acetate and allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 0.394 g (yield 80%) of the title compound as colorless crystals, melting at 127°-129° C.

Workup

  1. additionwas added to the solution
  2. concentrationThe mixture was then concentrated by distillation under reduced pressure
  3. dissolutionThe concentrate was dissolved in 15 ml of ethyl acetate
  4. customto stand at room temperature
  5. customThe crystals which precipitated
  6. filtrationwere collected by filtration
  7. customdried in vacuo

Sources & evidence

ORD record
ord-3395527a0839492bb318d9aae0f8c388
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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