Sodium Carbonate → HCID 13292184, compound

HRID 1380032Notes

Reaction equation

HRID 1380032 reaction equation
[CH3:1][CH:2]([CH2:5][C:6]1[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][CH:7]=1)[CH2:3]Cl.[CH3:13][C@H:14]1[O:19][C@@H:18]([CH3:20])[CH2:17][NH:16][CH2:15]1.C([O-])([O-])=O.[Na+].[Na+]>O>[Br:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][CH:2]([CH3:1])[CH2:3][N:16]2[CH2:15][C@H:14]([CH3:13])[O:19][C@H:18]([CH3:20])[CH2:17]2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 6415002,6-Dimethylmorpholine, cis-HCID 132921781-Bromo-4-(3-chloro-2-methylpropyl)benzene

Product 1

HCID 13292184HCID 13292184, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

15 parts of 2-methyl-3-(4-bromophenyl)-propyl chloride and 28 parts of cis-2,6-dimethylmorpholine were stirred at 150° C. for 8 hours. The reaction mixture was cooled, poured into 100 parts of water, brought to pH 9-10 with saturated aqueous Na2CO3 solution and extracted with methylene chloride. The organic phase was dried and concentrated and the residue was distilled to give, at a boiling point of 100°-102° C./0.01 mbar, 15.8 parts of 4-[3-(4-bromophenyl)-2-methylpropyl]-cis-2,6-dimethylmorpholine of nD22 1.5265.

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with methylene chloride
  3. customThe organic phase was dried
  4. concentrationconcentrated
  5. distillationthe residue was distilled

Sources & evidence

ORD record
ord-fbe7cbe5811a423493474572554d55dc
Source dataset
uspto-grants-1986_04
Patent number
US04579842

Reaction notes

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