Hydrochloric Acid → HCID 15114475, compound

HRID 126674Notes

Reaction equation

HRID 126674 reaction equation
O[CH:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:3][CH2:4][NH:5][CH3:6].Cl.S(Cl)([Cl:16])=O>C(Cl)(Cl)Cl>[Cl:16][CH:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:3][CH2:4][NH:5][CH3:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 27339893-Methylamino-1-phenylpropanol

Product 1

HCID 15114475HCID 15114475, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a cooled suspension of 20 g of γ-hydroxy-N-methylphenylpropylamine.HCl in chloroform are added dropwise 30 ml of thionylchloride. The mixture is subsequently stirred at room temperature till all solid substance has been dissolved. The solvent chloroform and the excess of thionylchloride are distilled off after which the residue is washed with ether and then made alkaline (pH=8) with a sodiumcarbonate solution (10%). The alkaline solution is subsequently extracted with ether and the ether extracts washed with water, dried and evaporated to dryness. The residue (oil) is used without any additional purification (yield 15.6 g; 85%).

Workup

  1. dissolutionhas been dissolved
  2. distillationThe solvent chloroform and the excess of thionylchloride are distilled off after which the residue
  3. washis washed with ether
  4. extractionThe alkaline solution is subsequently extracted with ether
  5. washthe ether extracts washed with water
  6. customdried
  7. customevaporated to dryness
  8. customThe residue (oil) is used without any additional purification (yield 15.6 g; 85%)

Sources & evidence

ORD record
ord-370890994df44bb58148c361ceeb5f62
Source dataset
uspto-grants-1981_03
Patent number
US04254031

Reaction notes

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