Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzenesulfonic acid, 4-(2-(4-(dimethylamino)phenyl)diazenyl)- | HCID 11037 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 86606484 | HCID 86606484 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86606485 | HCID 86606485 | — |
Reaction Steps
A solution of (3S,5R)-1-(benzyloxyimino-methyl)-3,5-dimethyl-cyclohexanecarboxylic acid (1.8 g, 6.2 mmol) in methanol (120 mL) at 0° C. under a nitrogen atmosphere was added a trace amount of methyl orange. A solution of saturated methanolic HCl was added until a persistent red color was observed. Sodium cyanoborohydride (0.51 g, 8.1 mmol) was added portionwise alternately with methanolic HCl to maintain the red color. The reaction mixture was maintained at 0° C. for an additional 0.5 h and the volatiles were removed in vacuo. The product was used without further purification. MH+292.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07332485B2 |
|---|
| Source dataset | uspto-grants-2008_02 |
|---|
| ORD ID | ord-cdb3348a5144477b9c43dfa84e2ecd58 |
|---|
| Source note | uspto-grants-2008_02 |
|---|
