Thionyl Chloride → HCID 66853164, compound
Reaction equation
S(Cl)([Cl:3])=O.[N:5]1([CH2:10][C:11]2([CH2:14]O)[CH2:13][CH2:12]2)[CH2:9][CH2:8][CH2:7][CH2:6]1>C1(C)C=CC=CC=1>[ClH:3].[Cl:3][CH2:14][C:11]1([CH2:10][N:5]2[CH2:9][CH2:8][CH2:7][CH2:6]2)[CH2:13][CH2:12]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 110 °C
Procedure
Thionyl chloride (1 mL, 13.7 mmol) was added to a solution of (1-pyrrolidin-1-ylmethyl-cyclopropyl)-methanol (1.45 g, 9.3 mmol) in toluene (20 mL) to give a pale brown suspension. The suspension was heated, 110° C., for ˜3 hrs. to give a dark brown suspension. The resulting suspension was allowed to cool and concentrated to a brown solid. Tritruation with diethyl ether (40 mL) gave the desired intermediate, 1-(1-chloromethyl-cyclopropylmethyl)-pyrrolidine hydrochloride as a brown powder 1.6 g, 82%.