HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → HCID 59854684, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 2-Acetylamino-5-benzyl-7-hydroxy-benzo[b]thiophene-3-carboxylic acid ethyl ester | HCID 59854635 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59854684 | HCID 59854684 | — |
Reaction Steps
Compound 01-6 (2.1 g, 5.7 mmol) was dissolved in MeOH (250 mL), H2SO4 (1 mL) was added and the mixture was stirred for 3 days. Another batch of 01-6 (450 mg, 1.2 mmol) was added and the mixture was stirred further for 14 days while monitoring the reaction each third day by HPLC. After completion the mixture was concentrated to half of the original volume. Water was added and the pH was cautiously adjusted to 8 with conc. NH4OH. The aqueous layer was extracted with EtOAc (3×100 mL). The combined organic layers were washed with H2O (100 mL), brine (100 mL) and dried over Na2SO4. The solvent was removed in vacuo to give product a-1 (2.05 g, 6.3 mmol, 91%) as a greenish brown foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07524853B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-816ecaa653e9411193c267699960f1f4 |
| Source note | uspto-grants-2009_04 |