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ChemicalBook CAS DataBase List 4-BROMOBENZALDEHYDE DIMETHYL ACETAL
24856-58-4

4-BROMOBENZALDEHYDE DIMETHYL ACETAL synthesis

6synthesis methods
-

Yield:-

Reaction Conditions:

acid catalyst

Steps:

3.3.2
3.2. Dimethoxy AcetalThe Grignard reagent is prepared from 13 kg of magnesium turnings, 280 l of THF, 7.3 kg of DIBAH and 106 l of bromobenzaldehyde dimethyl acetal. Bromobenzaldehyde dimethyl acetal is prepared by acetalization of 4-bromo-benzaldehyde with trimethyl orthoformate in methanol in the presence of acidic catalysts, preferably acidic ion exchanger, preferably in a bypass method. After addition of about 0.5 kg of copper(I) chloride, the enepoxide solution is added, the mixture is stirred at 40° C. until conversion is complete. Excess Grignard reagent is destroyed by metering in 490 l of ammonium chloride solution at max. 10° C. After addition of 142 l of dilute acetic acid, the organic phase is washed 3 to 4 times with 122 l of ammonium chloride solution. The aqueous phases are back-extracted three to four times with 90 l of ethyl acetate. The combined organic phases are washed with 170 l of sodium chloride solution and concentrated to 220 l in vacuo at 40° C.

References:

Grawe, Detlef;Gliesing, Sabine;Gerecke, Hagen;Heesel, Peter;Mueller, Uwe;Michel, Thomas;Eilers, Robert US2009/54387, 2009, A1 Location in patent:Page/Page column 7

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