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ChemicalBook CAS DataBase List 2 4-DIHYDROXY-6-METHYLBENZALDEHYDE

2 4-DIHYDROXY-6-METHYLBENZALDEHYDE synthesis

12synthesis methods
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Yield: 76%

Reaction Conditions:

Stage #1:orcinol;zinc(II) cyanide with hydrogenchloride in diethyl ether for 2 h;Inert atmosphere;
Stage #2: with water at 100;

Steps:

3.1 Example 3 - Synthesis of Colletochlorin B
Step 1: Compound (i) to compound (2) Orcinol (5g, 40mmol) and Zn(CN)2 (7-ig, 6ommol) were placed into a 3 necked flask with mechanical stirrer under N2. 50ml of Ether was added, and the reaction was saturated with HC1 gas. After 2 hours, the Ether was decanted off and 50mls of water added to the reaction mixture. This was heated to ioo°C where the product crashed out of solution. The crude product was collected via buchner filtration, and recrystallised from water to yield the aldehyde (4.6g) in 76% yield.

References:

THE UNIVERSITY OF SUSSEX;MOORE, Anthony Lennox;ALBURY, Mary Susan;YOUNG, Luke Edward;ELLIOTT, Catherine WO2013/160670, 2013, A1 Location in patent:Page/Page column 24