Morpholine → HCID 12541574, compound

HRID 353427Notes

Reaction equation

HRID 353427 reaction equation
[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Cl)=[CH:5][CH:4]=1)=[CH2:2].[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>CO>[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[CH:5][CH:4]=1)=[CH2:2]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 74126p-Vinylbenzyl chloride

Product 1

HCID 12541574HCID 12541574, compoundYield 86.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

20 ml (0.14 mol) of 4-vinylbenzylchloride and 25 ml (0.28 mol) of morpholine were refluxed in 150 ml of methanol for 3 h. The mixture was then concentrated in vacuo, and the resulting residue was partitioned between 1M hydrochloric acid and water [sic]. The acidic phase was washed with ether and then made alkaline with 2M sodium hydroxide solution. This aqueous phase was extracted with ether. This organic phase was dried and concentrated in vacuo, resulting in 24.6 g of the product.

Workup

  1. concentrationThe mixture was then concentrated in vacuo
  2. customthe resulting residue was partitioned between 1M hydrochloric acid and water [sic]
  3. washThe acidic phase was washed with ether
  4. extractionThis aqueous phase was extracted with ether
  5. customThis organic phase was dried
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-698c69c5e7894af98bfce3fd54d072d1
Source dataset
uspto-grants-2004_06
Patent number
US06753327B1

Reaction notes

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