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

HRID 13758Notes

Reaction equation

HRID 13758 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5](=[CH: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][C:5](=[CH: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

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 231460004-(1-Methylpiperidin-4-ylidenemethyl)-3-trifluoromethylbenzoic acid

Product 1

HCID 231459874-(1-Methylpiperidin-4-ylidenemethyl)-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-ylidenemethyl)-3-trifluoromethylbenzoic acid obtained in the step 3 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 three times.

Workup

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

Sources & evidence

ORD record
ord-2cdd0e5ba540401d9180b8b39a976552
Source dataset
uspto-grants-2010_06
Patent number
US07728131B2

Reaction notes

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