Sodium Carbonate → HCID 13292182, compound

HRID 1380031Notes

Reaction equation

HRID 1380031 reaction equation
[CH3:1][CH:2]([CH2:5][C:6]1[CH:11]=[CH:10][C:9]([Si:12]([CH2:17][CH3:18])([CH2:15][CH3:16])[CH2:13][CH3:14])=[CH:8][CH:7]=1)[CH2:3]Cl.[CH3:19][C@H:20]1[O:25][C@@H:24]([CH3:26])[CH2:23][NH:22][CH2:21]1.C([O-])([O-])=O.[Na+].[Na+]>>[CH2:13]([Si:12]([CH2:17][CH3:18])([CH2:15][CH3:16])[C:9]1[CH:10]=[CH:11][C:6]([CH2:5][CH:2]([CH3:1])[CH2:3][N:22]2[CH2:21][C@H:20]([CH3:19])[O:25][C@H:24]([CH3:26])[CH2:23]2)=[CH:7][CH:8]=1)[CH3:14]

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 6415002,6-Dimethylmorpholine, cis-HCID 13292179[4-(3-Chloro-2-methylpropyl)phenyl](triethyl)silane

Product 1

HCID 13292182HCID 13292182, compound

Conditions

Temperature
150 °C

Procedure

13.5 parts of 2-methyl-3-(4-triethylsilylphenyl)-propyl chloride and 16.5 parts of cis-2,6-dimethylmorpholine were mixed and the mixture was stirred at 150° C. for 6 hours, cooled and brought to about pH 9 with saturated Na2CO3 solution. After extraction with methylene chloride, the organic phase was dried and concentrated and the residue was distilled to give, at a boiling point of 110°-114° C./0.01 mm Hg, 12.6 parts of 4-[3-(4-triethylsilylphenyl)-2-methylpropyl]-cis-2,6-dimethylmorpholine of nD23 1.5025 (Compound No. 15).

Workup

  1. temperaturecooled
  2. extractionAfter extraction with methylene chloride
  3. customthe organic phase was dried
  4. concentrationconcentrated
  5. distillationthe residue was distilled

Sources & evidence

ORD record
ord-05595b14f90e4d92a792fe599dd03ea4
Source dataset
uspto-grants-1986_04
Patent number
US04579842

Reaction notes

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