HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → Methyl 3-formyl-5-methoxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 3-(hydroxymethyl)-5-methoxybenzoate | HCID 15472358 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 3-formyl-5-methoxybenzoate | HCID 11310067 | — |
Reaction Steps
To a solution of methyl 3-(hydroxymethyl)-5-methoxybenzoate (2.18 g, 9.82 mmol) in DCM (100 mL), Dess-Martin periodinane (5 g, 11.79 mmol) was added at rt. After 30 min stirring, the mixture was poured into a mixture of aqueous 1 M Na2S2O3 (30 mL) and aqueous saturated NaHCO3 (30 mL), and it was extracted with DCM three times. The combined organic layers were concentrated in vacuo and methyl 3-formyl-5-methoxybenzoate residue white solid (˜80% purity) was used directly for the next step reaction without further purification and identification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299267B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-143773716e9f4aa58096a91aa6c04e97 |
| Source note | uspto-grants-2012_10 |