Tetraglyme → 3,4-dihydro-2,4,6-trimethyl-2H-1,4-oxazine

Participants

Reaction Conditions

Reaction Steps

A mixture of N-methyl-bis-(2-hydroxypropyl)amine (75g, 0.51 mol), trans-4-phenyl-3-buten-2-one (75g, 10.51 mol), ruthenium trichloride hydrate (0.626g 12.3 mmole), triphenylphosphine (2.0g 17.6 mmole), and tetraglyme (30g) was added to a 250-ml 3-neck round bottom flask connected with a fractional distillation set and a thermometer. The reaction was heated to 180° C. under nitrogen and the products were distilled out through the distillation set. The products (organic layer) were then fractionally distilled again to obtain a 65% yield of 3,4-dihydro-2,4,6-trimethyl-2H-1,4-oxazine.

Provenance & Evidence