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CAS No. : | 4247-02-3 | MDL No. : | MFCD00020167 |
Formula : | C11H14O3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | XPJVKCRENWUEJH-UHFFFAOYSA-N |
M.W : | 194.23 | Pubchem ID : | 20240 |
Synonyms : |
Isobutyl 4-hydroxybenzoate
|
Chemical Name : | Isobutyl 4-hydroxybenzoate |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P264-P272-P280-P302+P352+P333+P313+P363-P305+P351+P338+P337+P313-P501 | UN#: | N/A |
Hazard Statements: | H315-H317-H319 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In water; butanone; | (C) 1-[4-(2-methylpropoxycarbonyl)phenoxy]-2,3-epoxy-propane Finely powdered potassium carbonate previously dried at 120 C. for two days (116.25 g, 0.84 mole) and epichlorohydrin (85.8 g, 0.93 mole) are added to a solution of 4-hydroxybenzoic acid 2-methylpropyl ester (90 g, 0.463 mole) in methyl ethyl ketone (750 ml) and the reaction mixture is heated at reflux tmperature for about 10 hours. An equal volume of ethyl ether and 200 ml of water are then added and the two phases are separated. The organic phase id dried and evaporated to give a thick oil which is purified by under vacuum distillation (1 mmHg) at 155 C., giving 87 g of the compound of the title. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With potassium carbonate; In N,N-dimethyl-formamide; acetonitrile;Reflux; | General procedure: A mixture of 3-chloromethyl-4-methoxybenzaldehyde (2a) (1.85 g, 0.01 mol), the corresponding phenol or thiol (0.011 mol), and potassium carbonate (2.00 g, 0.0145 mol) in a mixture of acetonitrile-DMF (20 mL, from 9 : 1 to 8 : 2, v/v) was refluxed for 5-7 h withstirring (TLC monitoring). After evaporation of the solvents, the residue was treated with water, a precipitate formed was filtered off, washed with 40% aqueous ethanol, and dried in air. Yields and physicochemical characteristics of aldehydes 5a-m and 6a-g are given in Table 2. Isobutyl 4-(-5-formyl-2-methoxybenzyloxy)benzoate (5d). MS(EI, 70 eV), m/z (Irel (%)): 342 [M]+ (2), 149 [3CHO6MeOBn]+(100). 13C NMR (DMSOd6), : 18.92 (C(17), C(17)), 27.41(C(16)), 56.22 (C(8)), 64.48 (C(9)), 70.06 (C(15)), 111.37(C(5)Ar), 114.72 (C(11), C(11)), 122.38 (C(13)), 125.14 (C(3)Ar),129.30 (C(1)Ar), 129.50 (C(2)Ar), 131.21 (C(12), C(12)), 132.65(C(6)Ar), 161.73 (C(4)A |