Thionyl Chloride → HCID 13314942, compound

HRID 706363Notes

Reaction equation

HRID 706363 reaction equation
[Cl:1]/[C:2](/[C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)=[CH:3]\[CH2:4]O.S(Cl)([Cl:15])=O>C1(C)C=CC=CC=1.CN(C)C=O>[Cl:12][C:9]1[CH:10]=[CH:11][C:6](/[C:2](/[Cl:1])=[CH:3]/[CH2:4][Cl:15])=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 86605019HCID 86605019, compound

Product 1

HCID 13314942HCID 13314942, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 1140TolueneSolvent

Procedure

To a solution of (Z)-3-chloro-3-(4-chloro-phenyl)-prop-2-en-1-ol (101 mg) in toluene (3 ml) was added thionyl chloride (0.11 ml) and one drop of dimethylformamide. After 1 h, the solution was concentrated in vacuo to afford 120 mg of the desired allylic chloride (100%) as a colorless oil.

Workup

  1. concentrationthe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-8d15d84513394232940d23c64b98ab2b
Source dataset
uspto-grants-2015_11
Patent number
US09174987B2

Reaction notes

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