Thionyl Chloride → 4-(3-Piperidin-1-yl-propoxy)-2-trifluoromethyl-benzoyl chloride

HRID 268708Notes

Reaction equation

HRID 268708 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:19]=[CH:18][C:14]([C:15](O)=[O:16])=[C:13]([C:20]([F:23])([F:22])[F:21])[CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:26])=O>>[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:19]=[CH:18][C:14]([C:15]([Cl:26])=[O:16])=[C:13]([C:20]([F:23])([F:22])[F:21])[CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 179863184-(3-Piperidin-1-yl-propoxy)-2-trifluoromethyl-benzoic acid

Product 1

HCID 179862554-(3-Piperidin-1-yl-propoxy)-2-trifluoromethyl-benzoyl chloride

Procedure

4-(3-Piperidin-1-yl-propoxy)-2-trifluoromethyl-benzoic acid (D5) (0.9 g) was heated at reflux in thionyl chloride (20 ml) for 2 h. The reaction mixture was evaporated to a minimum then co-evaporated with DCM (3×) to give the title compound (D6) as a white solid (1.0 g)

Workup

  1. customThe reaction mixture was evaporated to a minimum

Sources & evidence

ORD record
ord-54dc54d50e2942f4a9bfbaceef46e2b1
Source dataset
uspto-grants-2008_11
Patent number
US07446103B2

Reaction notes

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