4-Hydroxybenzaldehyde → 4-[(3-Chlorophenyl)methoxy]benzaldehyde

HRID 1992551Notes

Reaction equation

HRID 1992551 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[CH:4]=1.[OH:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[O:16])=[CH:13][CH:12]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[Cl:9][C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=1)[CH2:2][O:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[O:16])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 11430Potassium CarbonateHCID 698381-(Bromomethyl)-3-chlorobenzene

Product 1

HCID 7354654-[(3-Chlorophenyl)methoxy]benzaldehyde

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Conditions

Temperature
70 °C

Procedure

A 0.5 M solution of 1-bromomethyl-3-chloro-benzene (102.7 mg, 0.5 mmol) in acetone was added to a suspension of 4-hydroxy-benzaldehyde (67.2 mg, 0.55 mmol), K2CO3 (207.3 mg, 1.5 mmol) and KI (10.8 mg, 0.065 mmol) in acetone (7 ml). The reaction mixture was stirred for 2 hours at 70° C.

Sources & evidence

ORD record
ord-f214ed48040344629613193a399af200
Source dataset
uspto-grants-2010_01
Patent number
US07649005B2

Reaction notes

Loading…