Thionyl Chloride → HCID 59218493, compound

HRID 2246674Notes

Reaction equation

HRID 2246674 reaction equation
[CH3:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[C:4]([CH2:12]O)[CH:3]=1.S(Cl)([Cl:16])=O>C(Cl)Cl>[Cl:16][CH2:12][C:4]1[CH:5]=[C:6]2[C:11]([CH2:10][CH2:9][CH2:8][CH2:7]2)=[C:2]([CH3:1])[CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 59218416HCID 59218416, compound

Product 1

HCID 59218493HCID 59218493, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Alcohol 46.5 (1.0 g, 5.7 mmol) is dissolved in anhydrous DCM (50 mL). Thionyl chloride (619 μL, 8.5 mmol) is slowly added dropwise to the solution. The resulting mixture is stirred until TLC confirms consumption of the starting material. The organic solvent is removed in vacuo. The residue is purified by column chromatography (silica, EtOAc/Hexane), to afford chloride 46.6.

Workup

  1. customconsumption of the starting material
  2. customThe organic solvent is removed in vacuo
  3. customThe residue is purified by column chromatography (silica, EtOAc/Hexane)

Sources & evidence

ORD record
ord-ec7d1937ed3b400c83bd8ff8734c4ab6
Source dataset
uspto-grants-2010_03
Patent number
US07687526B2

Reaction notes

Loading…