HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Cyanide → 2-Cyanomethyl-3-(4-methoxy-2-methoxymethoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | (1RS,2RS,3RS)-2-Methanesulfonyloxymethyl-3-(4-methoxy-2-methoxymethoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane | HCID 21714794 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Cyanomethyl-3-(4-methoxy-2-methoxymethoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane | HCID 86752128 | 86% |
Reaction Steps
(1RS,2RS,3RS)-2-Methanesulfonyloxymethyl-3-(4-methoxy-2-methoxymethoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane (1.5 g, 2.96 mmol) was stirred in DMF (10 ml) under argon with NaCN (1.45 g, 29.6 mmol) at 60° C. for 20 h then cooled and partitioned between EtOAc and 3N HCl. The organic extract was washed with H2O, saturated NaHCO3 solution, H2O, then brine, dried (Na2SO4) and solvent removed in vacuo to afford the title compound as an oil (1.27 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05719182 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-93eac9b6dee8462fbdb43bf90f7f441e |
| Source note | uspto-grants-1998_02 |