Benzaldehyde → 3-Bromobenzaldehyde

HRID 2166480Notes

Reaction equation

HRID 2166480 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].ClCl.[CH:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[Br:15]Br>ClCCCl>[Br:15][C:10]1[CH:9]=[C:8]([CH:13]=[CH:12][CH:11]=1)[CH:7]=[O:14]

Participants

6

Reactant 4

HCID 240BenzaldehydeHCID 24408BromineHCID 24526ChlorineHCID 6451240Aluminum(III) Chloride

Product 1

HCID 765833-BromobenzaldehydeYield 149.2%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Into a mixture of 1,2-dichloroethane (1,2-dichloroethane: 173.7 g, 1-bromo-2-chloroethane: 63.5 g, 1,2-dibromoethane: 2.2 g) and recovered from Example 1 with 98% aluminum chloride (0.365 mol, 88.6 g) was blown chlorine (0.25 mol, 17.8 g) at 25° C., and 97% benzaldehyde (0.50 mol, 54.6 g) was added over 1 hour at 40° C. After bromine (0.30 mol, 48.0 g) was added dropwise to this mixture over 2 hours at 40° C., the resulting mixture were stirred for 2 hours at that temperature. The post-treatment was carried out by the similar procedure to that in Example 1. As a result, 82.8 g of 3-bromobenzaldehyde were obtained.

Workup

  1. customat 25° C.

Sources & evidence

ORD record
ord-588c62a56d4a4a688d01ef2ddf63a42e
Source dataset
uspto-grants-1990_07
Patent number
US04945186

Reaction notes

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