Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | HCID 19869706 | HCID 19869706 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 14699389 | HCID 14699389 | 54.1% |
Reaction Steps
A 2 liter flask was charged with 367 grams (1.90 moles, 1.0 ec.) of crude 2-propoxybenzyl chloride in 700 ml of DMSO. The reaction is cooled by a water bath and 102 grams of sodium cyanide (2.09 moles, 1.1 eq.) was added and allowed to warm to 50° C. After the exotherm was complete, the reaction was stirred at room temperature overnight then worked up with water, dilute acid and ether. Removal of the solvent was followed by distillation (120°-150° C. at 1 mm) and gave 180 grams (54% Yield) of a light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04895865 |
|---|
| Source dataset | uspto-grants-1990_01 |
|---|
| ORD ID | ord-e3c61b1b45b74504a49f239cd66a41d8 |
|---|
| Source note | uspto-grants-1990_01 |
|---|
