HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68495256, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 46311262 | HCID 46311262 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68495256 | HCID 68495256 | 101.7% |
Reaction Steps
To a solution of 6-benzyloxy-1H-indole-2-carboxylic acid ethyl ester (3.00 g, 10 mmol) in DMF (30 ml) was added 60% sodium hydride in oil (0.49 g, 12 mmol) under ice cooling and the mixture was stirred for 15 minutes. Then to the mixture was added chloromethyl methyl ether (1.0 ml, 13 mmol) under ice cooling and stirred for 0.5 hour. Water (60 ml) was added to the reaction mixture and extracted with AcOEt, the organic layer was washed with saturated aqueous NaHCO3 and brine, dried over anhydrous sodium sulfate and evaporated to give the title compound (3.45 g) as a pale brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08551999B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-d15e676944bd4701bcde86bb96271ea2 |
| Source note | uspto-grants-2013_10 |