Tetraglyme → HCID 19862111, compound

HRID 1165537

Reaction equation

HRID 1165537 reaction equation
[CH3:1][N:2]([CH2:7][CH:8]([OH:10])[CH3:9])[CH2:3][CH:4](O)[CH3:5].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.COCCOCCOCCOCCOC>O.[Ru](Cl)(Cl)Cl>[CH3:5][CH:4]1[CH2:3][N:2]([CH3:1])[CH:7]=[C:8]([CH3:9])[O:10]1

Participants

5

Reactant 3

HCID 8925TetraglymeHCID 11776TriphenylphosphineHCID 956552-Propanol, 1,1'-(methylimino)bis-2×

Product 1

HCID 19862111HCID 19862111, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6093376Ruthenium trichloride hydrateCatalyst

Conditions

Temperature
180 °C

Procedure

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.

Workup

  1. additionwas added to a 250-ml 3-neck round bottom flask
  2. distillationconnected with a fractional distillation
  3. distillationthe products were distilled out through the distillation
  4. distillationThe products (organic layer) were then fractionally distilled again

Sources & evidence

ORD record
ord-9f0269cca29547f29e294bb170fed892
Source dataset
uspto-grants-1990_03
Patent number
US04910303

Linked notes

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