Thionyl Chloride → HCID 58951844, compound

HRID 254499Notes

Reaction equation

HRID 254499 reaction equation
[Br:1][C:2]1[C:3]([CH2:12][CH3:13])=[C:4]([CH2:10]O)[C:5]([CH2:8][CH3:9])=[CH:6][CH:7]=1.S(Cl)([Cl:16])=O>ClCCl.CN(C)C=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH3:9])=[C:4]([CH2:10][Cl:16])[C:3]=1[CH2:12][CH3:13]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 58951721HCID 58951721, compound

Product 1

HCID 58951844HCID 58951844, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 5.84 g (24 mmol) (3-bromo-2,6-diethyl-phenyl)-methanol in 60 ml dichloromethane were added 10 drops N,N-dimethylformamide and drop-wise within 5 minutes 5.71 g (3.5 ml, 5.71 mmol) thionyl chloride. The mixture was stirred at ambient temperature over night, then the volatile parts distilled off under reduced pressure. 1-Bromo-3-chloromethyl-2,4-diethyl-benzene was obtained as an oily residue which was used immediately for the following reaction.

Workup

  1. distillationthe volatile parts distilled off under reduced pressure

Sources & evidence

ORD record
ord-19c50591fa69494c827dbfff0c311d90
Source dataset
uspto-grants-2011_01
Patent number
US07875645B2

Reaction notes

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