Thionyl Chloride → HCID 10943115, compound

HRID 706362Notes

Reaction equation

HRID 706362 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9](O)[CH:10]=[CH2:11])=[CH:5][CH:4]=1.S(Cl)([Cl:15])=O>C(OCC)C>[Cl:15][CH2:11]/[CH:10]=[CH:9]/[C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 400031'-Hydroxyestragole

Product 1

HCID 10943115HCID 10943115, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of the allylic alcohol obtained in step 1 (200 mg) in diethyl ether (3 ml) was added thionyl chloride (0.087 ml) and the solution was stirred at room temperature for 1 h. The solution was concentrated in vacuo to give 221 mg of the desired product (100%) as a colorless solid. Mp=70° C.

Workup

  1. concentrationThe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-c90779fdce8d4dd68aa5393048011391
Source dataset
uspto-grants-2015_11
Patent number
US09174987B2

Reaction notes

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