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Thionyl Chloride → 4-(1-Methylpiperidin-4-ylmethyl)-3-trifluoromethylbenzoyl chloride hydrochloride

HRID 13761
Notes
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Reaction equation

HRID 13761 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([CH2:8][C:9]2[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][C:10]=2[C:18]([F:21])([F:20])[F:19])[CH2:4][CH2:3]1.S(Cl)([Cl:24])=O>>[ClH:24].[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([CH2:8][C:9]2[CH:17]=[CH:16][C:12]([C:13]([Cl:24])=[O:14])=[CH:11][C:10]=2[C:18]([F:21])([F:20])[F:19])[CH2:4][CH2:3]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 23145982HCID 23145982, compound

Product 1

HCID 231459334-(1-Methylpiperidin-4-ylmethyl)-3-trifluoromethylbenzoyl chloride hydrochloride

Procedure

This compound was prepared in the same manner as in Reference Example 1 (step 7), except that 4-(1-methylpiperidin-4-ylmethyl)-3-trifluoromethylbenzoic acid obtained in the step 2 was used, and that treatment after the reaction was that thionyl chloride was distilled off under reduced pressure, and then the operation of adding of toluene to the residue, followed by azeotropic removal of thionyl chloride was repeated twice.

Workup

  1. customobtained in the step 2
  2. distillationwas distilled off under reduced pressure
  3. additionthe operation of adding of toluene to the residue
  • customfollowed by azeotropic removal of thionyl chloride
  • Sources & evidence

    ORD record
    ord-56c948ab8d044aadacf809da756b0e55
    Source dataset
    uspto-grants-2010_06
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US07728131B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes