Thionyl Chloride → HCID 19031570, compound

HRID 266874Notes

Reaction equation

HRID 266874 reaction equation
[CH2:1]([N:4]([CH2:9][CH2:10][CH3:11])[CH2:5][CH2:6][CH2:7]O)[CH2:2][CH3:3].S(Cl)([Cl:14])=O>C(O)C>[ClH:14].[Cl:14][CH2:7][CH2:6][CH2:5][N:4]([CH2:1][CH2:2][CH3:3])[CH2:9][CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 2147301-Propanol, 3-(dipropylamino)-

Product 1

HCID 19031570HCID 19031570, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-(Dipropylamino)propanol (32.9 g) was added dropwise at 0° C. over 1.5 hours to stirred thionyl chloride (15.7 ml). When the addition was complete, the mixture was stirred at ambient temperature for 2 hours then poured into ethanol (250 ml). The stirred mixture was heated under reflux for 10 minutes, then the solvent was removed in vacuo to leave 1-chloro-3-(dipropylamino)-propane hydrochloride as an off-white solid (42 g) which was used without purification.

Workup

  1. additionWhen the addition
  2. temperatureThe stirred mixture was heated
  3. temperatureunder reflux for 10 minutes
  4. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-e9ec944219044ceaad98154521f83bdf
Source dataset
uspto-grants-1997_07
Patent number
US05652271

Reaction notes

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