Thionyl Chloride → Hydrochloric Acid

HRID 1484806Notes

Reaction equation

HRID 1484806 reaction equation
[CH3:1][N:2]1[CH2:7][C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:5]([CH2:14]O)[CH2:4][CH2:3]1.O=S(Cl)[Cl:18]>C(Cl)Cl>[Cl:18][CH2:14][C:5]1[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][C:6]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[ClH:18]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 90417130HCID 90417130, compound

Product 2

HCID 313Hydrochloric AcidHCID 90418702HCID 90418702, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (1-methyl-5-phenyl-1,2,3,6-tetrahydropyridin-4-yl)methanol (130 mg, 0.64 mmol) in DCM (4 mL) was added SOCl2 (1.16 mL, 16 mmol) at room temperature, after stirred at room temperature for 30 min, the mixture was concentrated, dried under high vacuum to give 4-(chloromethyl)-1-methyl-5-phenyl-1,2,3,6-tetrahydropyridine as crude HCl salt.

Workup

  1. concentrationthe mixture was concentrated
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-17956be10c984046b899b8f63c9895b2
Source dataset
uspto-grants-2016_08
Patent number
US09422279B2

Reaction notes

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