Thionyl Chloride → HCID 22675560, compound

HRID 1006031Notes

Reaction equation

HRID 1006031 reaction equation
O[CH:2]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:3][C:4]1[C:9]([CH2:10][CH2:11][C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=2)=[CH:8][CH:7]=[CH:6][N:5]=1.S(Cl)([Cl:30])=O>>[Cl:30][CH:2]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:3][C:4]1[C:9]([CH2:10][CH2:11][C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=2)=[CH:8][CH:7]=[CH:6][N:5]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 22675473HCID 22675473, compound

Product 1

HCID 22675560HCID 22675560, compound

Procedure

Methyl 4-[2-(2-(2-hydroxy-2-(phenyl)ethyl)-3-pyridyl)ethyl]benzoate (0.47 g), 1.29 mmol) was cooled in an ice bath. Thionyl chloride (15 ml) was added and the reaction held at 0° C. for 1 hour. The reaction mixture was evaporated and azeotroped with toluene to give methyl 4-[2-(2-(2-chloro-2-(phenyl)ethyl)-3-pyridyl)ethyl]benzoate (0.549 g) which was used without further purification.

Workup

  1. customThe reaction mixture was evaporated
  2. customazeotroped with toluene

Sources & evidence

ORD record
ord-acfbb42c92614bd3986476146356dc40
Source dataset
uspto-grants-2004_09
Patent number
US06787562B2

Reaction notes

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