2,6-Dimethylmorpholine, cis- → HCID 70578217, compound

HRID 1155329Notes

Reaction equation

HRID 1155329 reaction equation
[Cl:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([CH3:13])[CH2:11]Cl)=[C:5]([CH:14]([CH3:16])[CH3:15])[CH:4]=1.[CH3:17][C@H:18]1[O:23][C@@H:22]([CH3:24])[CH2:21][NH:20][CH2:19]1>C(Cl)(Cl)Cl>[Cl:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([CH3:13])[CH2:11][N:20]2[CH2:19][C@H:18]([CH3:17])[O:23][C@H:22]([CH3:24])[CH2:21]2)=[C:5]([CH:14]([CH3:16])[CH3:15])[CH:4]=1

Participants

4

Reactant 2

HCID 6415002,6-Dimethylmorpholine, cis-HCID 70570753HCID 70570753, compound

Product 1

HCID 70578217HCID 70578217, compoundYield 67.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 24 g of 3-(p-1-chloromethyl-1-methylethylphenyl)-2-methylpropyl chloride and 32 g of cis-2,6-dimethylmorpholine is heated for 4 hours at 150° C. The crude product is dissolved in chloroform, washed several times with water, and dried over Na2SO4, the solvent is evaporated and the residue is distilled. There is obtained 21 g of N-[3-(p-1-chloromethyl-1-methylethylphenyl)-2-methylpropyl]-2,6-cis-dimethylmorpholine (active ingredient no. 1); b.p. (0.1 mm) 165°-166° C.

Workup

  1. washwashed several times with water
  2. dry with materialdried over Na2SO4
  3. customthe solvent is evaporated
  4. distillationthe residue is distilled

Sources & evidence

ORD record
ord-d104fb1525ec4ce9bc00245240732cec
Source dataset
uspto-grants-1981_11
Patent number
US04301284

Reaction notes

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