Water → 3-Chloro-2,4-dimethoxybenzaldehyde

HRID 652904Notes

Reaction equation

HRID 652904 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[C:5]([O:6][CH3:7])[C:4]=1[Cl:11].[CH3:12][O:13]C(Cl)Cl.O>C(Cl)Cl.Cl[Ti](Cl)(Cl)Cl>[Cl:11][C:4]1[C:3]([O:2][CH3:1])=[C:10]([CH:9]=[CH:8][C:5]=1[O:6][CH3:7])[CH:12]=[O:13]

Participants

6

Reactant 3

HCID 962Water2×HCID 21004Methane, dichloromethoxy-HCID 130157172-Chloro-1,3-dimethoxybenzene

Product 1

HCID 133437053-Chloro-2,4-dimethoxybenzaldehyde

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 6344DichloromethaneSolvent

Procedure

2-chlororesorcinol dimethyl ether (3.4 g) is dissolved in 20 ml of CH2Cl2 and TiCl4 (4.3 ml) is added. To this solution is added dichloromethyl methyl ether (2.3 g). After 30 minutes the reaction mixture is poured into H2O into H2O and extracted with ether. Drying and evaporation gives 3-chloro-2,4-dimethoxybenzaldehyde, mp 107°-108° C.

Workup

  1. extractionextracted with ether
  2. customDrying
  3. customevaporation

Sources & evidence

ORD record
ord-47eaa549b7c14111886dbf52c56306c1
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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