ChemicalBook CAS DataBase List 2,2-diMethyl-2h-chroMene-6-carbaldehyde

2,2-diMethyl-2h-chroMene-6-carbaldehyde synthesis

11synthesis methods

Product Name:2,2-diMethyl-2h-chroMene-6-carbaldehyde
CAS Number:69964-40-5
Molecular formula:C12H12O2
Molecular Weight:188.22

Benzaldehyde,4-hydroxy-3-(3-methyl-2-buten-1-yl)-

54730-30-2
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69964-40-5
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Yield:69964-40-5 92.6%

Reaction Conditions:

with 2,3-dicyano-5,6-dichloro-p-benzoquinone in toluene;

Steps:

3.2.4. Synthesis of 2,2-Dimethyl-2H-Chromene-6-Carbaldehyde (1c)

To 5 mL of toluene, 1b (0.39 g, 2 mmol) and DDQ (0.5 g, 2 mmol) was added, and stirred underreflux for 4 h. Then the mixture was filtered o, and the filtrate was concentrated under reducedpressure and purified on a silica gel column with mobile phase of PE-EA (5:1, v/v) to obtain 0.35 g of acolorless oil (1c) in 92.6% yield.

References:

Hong, Bihong;He, Jianlin;Fan, Chaochun;Tang, Chao;Le, Qingqing;Bai, Kaikai;Niu, Siwen;Xiao, Meitian [Marine Drugs,2020,vol. 18,# 11,art. no. 526]