Thionyl Chloride → 4-Chloro-1-(chloromethyl)-2-methylbenzene

HRID 1806899Notes

Reaction equation

[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]O)=[C:4]([CH3:10])[CH:3]=1.S(Cl)([Cl:13])=O>>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][Cl:13])=[C:4]([CH3:10])[CH:3]=1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 27576694-Chloro-2-methylbenzyl Alcohol

Product 1

HCID 128226184-Chloro-1-(chloromethyl)-2-methylbenzeneYield 97%

Procedure

Step A In a manner similar to the method described in Example 57 Step A, 4-chloro-2-methylbenzyl alcohol (PLATTE) (1.69 g, 11 mmol) was reacted with thionyl chloride (20 mL) to give 4-chloro-2-methylbenzyl chloride as a colorless oil (1.83 g, 97%).

Sources & evidence

ORD record: ord-73eb35c473794fd8b59e46c631f7bf5f
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08354444B2

Reaction notes

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