Reaction #1265375

Reaction equation

4-vinylbenzylchloride

morpholine

→

product

Yield 86.4%

N-(4-Vinylphenyl)methylmorpholine

Yield 86.4%

Solvents

methanol

Conditions

Workup

1. 1
   ConcentrationThe mixture was then concentrated in vacuo
2. 2
   Otherthe resulting residue was partitioned between 1M hydrochloric acid and water [sic]
3. 3
   WashThe acidic phase was washed with ether
4. 4
   ExtractionThis aqueous phase was extracted with ether
5. 5
   OtherThis organic phase was dried
6. 6
   Concentrationconcentrated in vacuo

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.

Source