Thionyl Chloride → 3-Quinuclidinecarbonyl chloride Hydrochloride

HRID 1296778Notes

Reaction equation

HRID 1296778 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([C:9]([OH:11])=O)[CH2:2]2.S(Cl)([Cl:14])=O>C1(C)C=CC=CC=1>[ClH:14].[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([C:9]([Cl:14])=[O:11])[CH2:2]2

Participants

4

Reactant 2

HCID 24386Thionyl Chloride2×HCID 2832202Quinuclidine-3-carboxylic acid

Product 1

HCID 126734373-Quinuclidinecarbonyl chloride Hydrochloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

500 mg (2.61 mmol) of 3-quinuclidinecarboxylic acid are heated together with 1.9 ml (26.09 mmol) of thionyl chloride under reflux for 2 h. The reaction mixture is freed of excess thionyl chloride under reduced pressure. 20 ml portions of toluene are added twice and evaporated to dryness each time. The product obtained in this way is reacted immediately without further purification.

Workup

  1. temperatureunder reflux for 2 h
  2. customevaporated to dryness each time
  3. customThe product obtained in this way
  4. customis reacted immediately without further purification

Sources & evidence

ORD record
ord-4f47c170bd7949e59f1f0a82901bcb5f
Source dataset
uspto-grants-2007_07
Patent number
US07247728B2

Reaction notes

Loading…