Thionyl Chloride → HCID 90416548, compound

HRID 1484821Notes

Reaction equation

HRID 1484821 reaction equation
O[CH2:2][C:3]1[CH2:4][N:5]([C:15](=[O:17])[CH3:16])[CH2:6][CH2:7][C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O=S(Cl)[Cl:20]>C(Cl)Cl>[Cl:20][CH2:2][C:3]1[CH2:4][N:5]([C:15](=[O:17])[CH3:16])[CH2:6][CH2:7][C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 90417394HCID 90417394, compound

Product 1

HCID 90416548HCID 90416548, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 1-(3-(hydroxymethyl)-4-phenyl-5,6-dihydropyridin-1(2H)-yl)ethanone (88 mg, 0.38 mmol) in DCM (2 mL) was added SOCl2 (0.67 mL, 9.50 mmol) at 0° C. After stirring at 0° C. for 15 min, the solution was concentrated to remove SOCl2, dried under high vacuum to give 1-(5-(chloromethyl)-4-phenyl-3,6-dihydropyridin-1(2H)-yl)ethan-1-one as crude product.

Workup

  1. concentrationthe solution was concentrated
  2. customto remove SOCl2
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-2ae487ecf92b4d5ba4968454b187e1c2
Source dataset
uspto-grants-2016_08
Patent number
US09422279B2

Reaction notes

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