No renderable structure data available
COC(=O)C(=O)C1=CC=CC=C1OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | methyl 2-(2-hydroxyphenyl)-2-oxoacetate |
|---|---|
| IUPAC Name | — |
| CAS Number | 34073-46-6 |
| Database ID | 182159 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
methyl 2-(2-hydroxyphenyl)-2-oxoacetate (CAS 34073-46-6) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 182159
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f1ded0141d474fb78075c83ab95191b7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10.4 g (0.0533 mol) of methyl 2-hydroxyphenylglyoxylate (HPLC: 92.4%, log p=1.87) from process step 2 and 7.4 g (0.089 mol) of 0-methylhydroxylamine hydrochloride in 150 ml of methanol are boiled under reflux for three hours. The reaction mixture is poured into water, the product is extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. This gives 8.2 g of crude product which, according to HPLC, contains 17.2% methyl E-2-(2-hydroxyphenyl)-2-methoxyimino-acetate of log p=1.48 and 65.4% methyl Z-2-(2-hydroxyphenyl)-2-methoxyimino-acetate of log p=2.38. under reflux for three hours the product is extracted with diethyl ether the organic phase is dried over sodium sulphate the solvent is distilled off under reduced pressure
Source ID: ord-39f053a2bb5249da8703107218e8f589Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 27 g of acetyl chloride (0.344 mol) are added dropwise to a mixture of 245 ml of methanol and 245 ml of acetone. 20 g (0.123 mol) of benzofuran-2,3-dione 2-oxime are dissolved in this mixture and the mixture is subsequently heated under reflux for 1 hour. The solvent is distilled off under reduced pressure, the residue is poured into water, the product is extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. This gives 20.8 g of crude product which, according to HPLC, contains 92.4% methyl 2-hydroxyphenylglyoxylate of log p=1.87. the mixture is subsequently heated under reflux for 1 hour The solvent is distilled off under reduced pressure the residue is poured into water the product is extracted with diethyl ether the organic phase is dried over sodium sulphate the solvent is distilled off under reduced pressure
Source ID: ord-3ea6f16492de4ba69a52bca564e98c13Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10.4 g (0.0533 mol) of methyl 2-hydroxyphenylglyoxylate (HPLC: 92.4%, log p=1.87) from process step 2 and 7.4 g (0.089 mol) of 0-methylhydroxylamine hydrochloride in 150 ml of methanol are boiled under reflux for three hours. The reaction mixture is poured into water, the product is extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. This gives 8.2 g of crude product which, according to HPLC, contains 17.2% methyl E-2-(2-hydroxyphenyl)-2-methoxyimino-acetate of log p=1.48 and 65.4% methyl Z-2-(2-hydroxyphenyl)-2-methoxyimino-acetate of log p=2.38. under reflux for three hours the product is extracted with diethyl ether the organic phase is dried over sodium sulphate the solvent is distilled off under reduced pressure
Source ID: ord-39f053a2bb5249da8703107218e8f589Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 3.3 g (0.016 mol) of methyl 2-hydroxyphenylglyoxylate (HPLC: 88%, log p=1.87) (Example VI-1a) and 1.3 g (0.019 mol) of hydroxylamine hydrochloride in 50 ml of methanol are heated under reflux for one hour. The reaction mixture is poured into water, acidified with 2N hydrochloric acid and extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. This gives 2.4 g of crude product which, according to HPLC, contains 17.1% of methyl E-2-(2-hydroxyphenyl)-2-hydroxyimino-acetate of log p=0.95 and 68.9% of methyl Z-2-(2-hydroxyphenyl)-2-hydroxyimino-acetate of log p=1.68. under reflux for one hour extracted with diethyl ether the organic phase is dried over sodium sulphate the solvent is distilled off under reduced pressure
Source ID: ord-7d7c40f548264478a0bd61370a77c91cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 3.3 g (0.016 mol) of methyl 2-hydroxyphenylglyoxylate (HPLC: 88%, log p=1.87) (Example VI-1a) and 1.3 g (0.019 mol) of hydroxylamine hydrochloride in 50 ml of methanol are heated under reflux for one hour. The reaction mixture is poured into water, acidified with 2N hydrochloric acid and extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. This gives 2.4 g of crude product which, according to HPLC, contains 17.1% of methyl E-2-(2-hydroxyphenyl)-2-hydroxyimino-acetate of log p=0.95 and 68.9% of methyl Z-2-(2-hydroxyphenyl)-2-hydroxyimino-acetate of log p=1.68. under reflux for one hour extracted with diethyl ether the organic phase is dried over sodium sulphate the solvent is distilled off under reduced pressure
Source ID: ord-7d7c40f548264478a0bd61370a77c91cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6.38 g of acetyl chloride (0.081 mol) are added dropwise to a mixture of 65 ml of methanol and 65 ml of acetone. 5.2 g (0.032 mol) of benzofuran-2,3-dione 2-oxime are dissolved in this mixture, and the mixture is subsequently heated under reflux for 1 hour. The solvent is distilled off under reduced pressure, the residue is poured into water, the product is extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. This gives 5.2 g of crude product which is chromatographed over silica gel using a mixture of 7 parts n-hexane and 3 parts acetone. This gives 3.8 g of a product which, according to HPLC, contains 88% of methyl 2-hydroxyphenylglyoxylate of log p=1.87. the mixture is subsequently heated under reflux for 1 hour The solvent is distilled off under reduced pressure the residue is poured into water the product is extracted with diethyl ether the organic phase is dried over sodium sulphate the solvent is distilled off under reduced pressure This gives 5.2 g of crude product which is chromatographed over silica gel using a mixture of 7 parts n-hexane and 3 parts acetone
Source ID: ord-5b6ff62160c0462c9b5abcba24a7eff7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-f1ded0141d474fb78075c83ab95191b7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 10.4 g (0.0533 mol) of methyl 2-hydroxyphenylglyoxylate (HPLC: 92.4%, log p=1.87) from process step 2 and 7.4 g (0.089 mol) of 0-methylhydroxylamine hydrochloride in 150 ml of methanol are boiled under reflux for three hours. The reaction mixture is poured into water, the product is extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. This gives 8.2 g of crude product which, according to HPLC, contains 17.2% methyl E-2-(2-hydroxyphenyl)-2-methoxyimino-acetate of log p=1.48 and 65.4% methyl Z-2-(2-hydroxyphenyl)-2-methoxyimino-acetate of log p=2.38. under reflux for three hours the product is extracted with diethyl ether the organic phase is dried over sodium sulphate the solvent is distilled off under reduced pressure
Source ID: ord-39f053a2bb5249da8703107218e8f589Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 27 g of acetyl chloride (0.344 mol) are added dropwise to a mixture of 245 ml of methanol and 245 ml of acetone. 20 g (0.123 mol) of benzofuran-2,3-dione 2-oxime are dissolved in this mixture and the mixture is subsequently heated under reflux for 1 hour. The solvent is distilled off under reduced pressure, the residue is poured into water, the product is extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. This gives 20.8 g of crude product which, according to HPLC, contains 92.4% methyl 2-hydroxyphenylglyoxylate of log p=1.87. the mixture is subsequently heated under reflux for 1 hour The solvent is distilled off under reduced pressure the residue is poured into water the product is extracted with diethyl ether the organic phase is dried over sodium sulphate the solvent is distilled off under reduced pressure
Source ID: ord-3ea6f16492de4ba69a52bca564e98c13Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 3.3 g (0.016 mol) of methyl 2-hydroxyphenylglyoxylate (HPLC: 88%, log p=1.87) (Example VI-1a) and 1.3 g (0.019 mol) of hydroxylamine hydrochloride in 50 ml of methanol are heated under reflux for one hour. The reaction mixture is poured into water, acidified with 2N hydrochloric acid and extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. This gives 2.4 g of crude product which, according to HPLC, contains 17.1% of methyl E-2-(2-hydroxyphenyl)-2-hydroxyimino-acetate of log p=0.95 and 68.9% of methyl Z-2-(2-hydroxyphenyl)-2-hydroxyimino-acetate of log p=1.68. under reflux for one hour extracted with diethyl ether the organic phase is dried over sodium sulphate the solvent is distilled off under reduced pressure
Source ID: ord-7d7c40f548264478a0bd61370a77c91cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6.38 g of acetyl chloride (0.081 mol) are added dropwise to a mixture of 65 ml of methanol and 65 ml of acetone. 5.2 g (0.032 mol) of benzofuran-2,3-dione 2-oxime are dissolved in this mixture, and the mixture is subsequently heated under reflux for 1 hour. The solvent is distilled off under reduced pressure, the residue is poured into water, the product is extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. This gives 5.2 g of crude product which is chromatographed over silica gel using a mixture of 7 parts n-hexane and 3 parts acetone. This gives 3.8 g of a product which, according to HPLC, contains 88% of methyl 2-hydroxyphenylglyoxylate of log p=1.87. the mixture is subsequently heated under reflux for 1 hour The solvent is distilled off under reduced pressure the residue is poured into water the product is extracted with diethyl ether the organic phase is dried over sodium sulphate the solvent is distilled off under reduced pressure This gives 5.2 g of crude product which is chromatographed over silica gel using a mixture of 7 parts n-hexane and 3 parts acetone
Source ID: ord-5b6ff62160c0462c9b5abcba24a7eff7PubChem References
These sources are listed in the compound's public database record.
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