| Identification | Back Directory | [Name]
4-Hydroxy-2,5-dimethylbenzaldehyde | [CAS]
85231-15-8 | [Synonyms]
4-Formyl-2,5-dimethylphenol
2,5-dimethyl-4-hydroxybenzaldehyde
4-HYDROXY-2,5-DIMETHYL-BENZALDEHYDE
Benzaldehyde,4-hydroxy-2,5-diMethyl- | [Molecular Formula]
C9H10O2 | [MDL Number]
MFCD03411744 | [MOL File]
85231-15-8.mol | [Molecular Weight]
150.17 |
| Hazard Information | Back Directory | [Uses]
4-Hydroxy-2,5-dimethylbenzaldehyde | [Synthesis]
General procedure for the synthesis of 2,5-dimethyl-4-hydroxybenzaldehyde from 2,5-dimethyl-p-anisaldehyde:
Step A: 4-methoxy-2,5-dimethylbenzaldehyde (1.24 g, 7.55 mmol) was dissolved in anhydrous dichloromethane (12 mL). Pure boron tribromide (1.75 g, 18.5 mmol) was added slowly and dropwise under stirring conditions. Formation of a tan colored precipitate was observed during the reaction. The resulting suspension was stirred continuously at room temperature for 5 days. After completion of the reaction, the homogeneous reaction mixture was carefully poured into ice (150 g). After complete melting of the ice, the solid product 2,5-dimethyl-4-hydroxybenzaldehyde was isolated by filtration and dried to give 1.28 g of product (quantitative yield).
Product characterization data: 1H-NMR (400 MHz, DMSO-d6) δ= 10.40 (s, 1H), 9.98 (s, 1H), 7.54 (s, 1H), 6.68 (s, 1H), 3.36 (s, 1H), 2.49 (s, 3H), 2.13 (s, 3H). | [References]
[1] Patent: WO2007/56366, 2007, A2. Location in patent: Page/Page column 65-66
[2] Patent: WO2007/56496, 2007, A1. Location in patent: Page/Page column 33-34
[3] Patent: WO2007/56497, 2007, A1. Location in patent: Page/Page column 55
[4] Patent: WO2005/51298, 2005, A2. Location in patent: Page/Page column 245
[5] Patent: US2009/28925, 2009, A1. Location in patent: Page/Page column 107 |
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