Thionyl Chloride → HCID 59218434, compound

HRID 2246678Notes

Reaction equation

HRID 2246678 reaction equation
[F:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[CH:4][C:3]=1[CH2:12]O.S(Cl)([Cl:16])=O>C(Cl)Cl>[Cl:16][CH2:12][C:3]1[C:2]([F:1])=[C:11]2[C:6](=[CH:5][CH:4]=1)[CH2:7][CH2:8][CH2:9][CH2:10]2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 59218412HCID 59218412, compound

Product 1

HCID 59218434HCID 59218434, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The alcohol 47.7 (0.5 g, 2.77 mmol) is dissolved in anhydrous DCM (50 mL). Thionyl chloride (302 μL, 4.2 mmol) is slowly added dropwise to the above solution. The resulting mixture is stirred until TLC confirms the 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 47.8.

Workup

  1. customthe consumption 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-53c06d69f3c44f239c3eba9d352b6a42
Source dataset
uspto-grants-2010_03
Patent number
US07687526B2

Reaction notes

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