Tributylphosphine → 2,4,6-Trimethylmorpholine

HRID 652222

Reaction equation

HRID 652222 reaction equation
[CH3:1][CH:2]([OH:10])[CH2:3][N:4]([CH2:6][CH:7](O)[CH3:8])[CH3:5].C(P(CCCC)CCCC)CCC>[Ru](Cl)(Cl)Cl.COCCOCCOCCOCCOC>[CH3:8][CH:7]1[O:10][CH:2]([CH3:1])[CH2:3][N:4]([CH3:5])[CH2:6]1

Participants

5

Reactant 2

HCID 13831TributylphosphineHCID 956552-Propanol, 1,1'-(methylimino)bis-

Product 1

HCID 193543422,4,6-TrimethylmorpholineYield 90%

Reagents, catalysts & solvents 2

HCID 61850Ruthenium trichlorideCatalystHCID 8925TetraglymeSolvent

Conditions

Temperature
180 °C

Procedure

A 300 ml stirred autoclave with pyrex liner was charged a mixture of N-methyldiisopropanolamine (60 g, 0.41 mol), tributylphosphine (1.6 ml), ruthenium trichloride (0.520 g) and tetraglyme (30 ml). The reactor was sealed and purged of air. The reaction was heated to 180° C. and held for three hours. The reaction was allowed to cool to room temperature. The reaction mixtures were distilled to obtain a 90% yield of 2,4,6-trimethylmorpholine.

Workup

  1. additionwas charged
  2. customThe reactor was sealed
  3. custompurged of air
  4. temperatureto cool to room temperature
  5. customThe reaction mixtures
  6. distillationwere distilled

Sources & evidence

ORD record
ord-22b47417fefe45d1b4f5fc0642a392d5
Source dataset
uspto-grants-1987_06
Patent number
US04670557

Linked notes

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