HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → Ethyl acetate hexane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 2-bromopropionate | HCID 95576 | — |
| Reactant | 1-Benzyl-2-methyl-1H-indol-4-ol | HCID 10752360 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[[2-methyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]propanoic acid methyl ester | HCID 10639652 | — |
| Product | Ethyl acetate hexane | HCID 21226206 | 74% |
Reaction Steps
4-Hydroxy-2-methyl-1-(phenylmethyl)-1H-indole (483 mg, 2.0 mmol) was reacted with 82 mg (2.0 mmol) of 60% NaH/mineral oil in 20 mL of DMF and then with 0.22 mL(2.0 mmol) of dl-methyl 2-bromopropionate as described in Example 1, Part E to give after chromatography on silica gel eluting with 20% EtOAc/hexane 480 mg (74% yield) of dl-2-[[2-methyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]propanoic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05919943 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-0e987fd4abed43fea0d0507d1fe691e3 |
| Source note | uspto-grants-1999_07 |