Trimethylamine → HCID 21519236, compound

HRID 1283143Notes

Reaction equation

HRID 1283143 reaction equation
[OH:1][C:2]1([CH:14]([CH3:27])[CH2:15][C:16]2[CH:21]=[C:20]([S:22]([O-:25])(=[O:24])=[O:23])[CH:19]=[CH:18][C:17]=2[CH3:26])[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH3:28][N:29]([CH3:31])[CH3:30]>C(O)C>[C:17]1([CH3:26])[CH:18]=[CH:19][C:20]([S:22]([O-:25])(=[O:23])=[O:24])=[CH:21][CH:16]=1.[OH:1][C:2]1([CH:14]([CH3:27])[CH2:15][N+:29]([CH3:31])([CH3:30])[CH3:28])[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 1146TrimethylamineHCID 86733809HCID 86733809, compound2×

Product 1

HCID 21519236HCID 21519236, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-(1-Hydroxy-2-phenylcyclohexyl)propyl p-toluenesulfonate (Example II, Compound III) (10 g) in 75 ml ethanol is stirred at room temperature for 54 hours with 15 ml trimethylamine. The mixture is then heated at 75° for 7 hours in a pressure bottle, concentrated and 125 ml water added. The solution is seeded and the resultant solid filtered and washed to give 6.5 g product, m. 85°-7°.

Workup

  1. temperatureThe mixture is then heated at 75° for 7 hours in a pressure bottle
  2. concentrationconcentrated
  3. addition125 ml water added
  4. filtrationthe resultant solid filtered
  5. washwashed

Sources & evidence

ORD record
ord-568f94f7fe25414794e1d8146d59ced1
Source dataset
uspto-grants-1976_08
Patent number
US03974157

Reaction notes

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