Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 54448675 | HCID 54448675 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 18348865 | HCID 18348865 | — |
Reaction Steps
A stirred solution of 2-(3-formyl-5-methyl-phenoxy)-acetic acid ethyl ester (0.79 g) in methanol (4 ml) at 5° C. was treated with a 2M sodium hydroxide solution (3.6 ml). After 15 min the mixture was allowed to warm to room temperature. After a further 2 h the stirred solution was again cooled to 5° C. and covered with ethyl acetate and the aqueous layer was adjusted to acidic pH with 2M hydrochloric acid. The layers were separated and the aqueous phase was extracted with more ethyl acetate. The combined organic phase was washed with water and brine and dried with magnesium sulphate. Concentration gave a gummy solid which was triturated with diethyl ether giving, after drying, the title compound (0.47 g) as a pale yellow solid. Hplc system 1 (λ=254 nm) Rt 5.2 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06326386B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-d8b2d58cdaa54f1cba8cb333ac7d4d6c |
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| Source note | uspto-grants-2001_12 |
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