HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Glycine, N-((2-acetyl-7-(phenylmethoxy)-4-benzofuranyl)sulfonyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 13851452 | HCID 13851452 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Glycine, N-((2-acetyl-7-(phenylmethoxy)-4-benzofuranyl)sulfonyl)- | HCID 3064772 | 56.1% |
Reaction Steps
A mixture of the 7-hydroxy compound (1.8 g) obtained in Example 28 (Compound No. 28), K2CO3 (1.6 g) and benzylbromide (2.9 g) in DMF was stirred at 80° C. for 3 hours. The reaction mixture was poured into water and extracted with ethyl acetate, which was purified by a silica-gel column chromatography to give 1.3 g of 2-acetyl-4-(N-carboxymethylsulfamoyl)-7-benzyloxybenzofuran as yellow crystals. After the obtained product was added to 20 ml of 2N-NaOH aqueous solution and the mixture was stirred for 30 minutes, the resultant was acidified to form precipitate, which was recrystallized with ethanol to give 0.4 g of 2-acetyl-4-(N-carboxymethylsulfamoyl)-7-benzyloxybenzofuran. The physical constants are shown in Table 4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04666931 |
| Source dataset | uspto-grants-1987_05 |
| ORD ID | ord-e04ca9457c2244d688378e2143a35af1 |
| Source note | uspto-grants-1987_05 |