2,6-Dimethylmorpholine, cis- → HCID 54239494, compound

HRID 2418271Notes

Reaction equation

HRID 2418271 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH:22]([CH3:25])[CH2:23]Cl)=[CH:17][CH:16]=2)([OH:14])[CH3:13])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:26][C@H:27]1[O:32][C@@H:31]([CH3:33])[CH2:30][NH:29][CH2:28]1>C(Cl)(Cl)Cl>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH:22]([CH3:25])[CH2:23][N:29]3[CH2:28][C@H:27]([CH3:26])[O:32][C@H:31]([CH3:33])[CH2:30]3)=[CH:17][CH:16]=2)([OH:14])[CH3:13])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 6415002,6-Dimethylmorpholine, cis-HCID 13141992HCID 13141992, compound

Product 1

HCID 54239494HCID 54239494, compoundYield 73.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 164 g of (VI) and 159 g of 2,6-cis-dimethylmorpholine was stirred for 6 hours at 150° C. The crude product was dissolved in CHCl3, and the solution was washed with dilute aqueous NaOH and then with water, dried over Na2SO4 and concentrated. Distillation of the residue gave a yield of 147 g of (VII) of boiling point 214°-218° C./0.3 mbar.

Workup

  1. washthe solution was washed with dilute aqueous NaOH
  2. dry with materialwith water, dried over Na2SO4
  3. concentrationconcentrated
  4. distillationDistillation of the residue

Sources & evidence

ORD record
ord-fcfb541c6d6b43b6b9959c0f74392578
Source dataset
uspto-grants-1984_09
Patent number
US04472412

Reaction notes

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