HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(((Benzyloxy)(hydroxy)methylidene)amino)cyclohexane-1-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | HCID 178479263 | HCID 178479263 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 4-(((Benzyloxy)(hydroxy)methylidene)amino)cyclohexane-1-carboxylic acid | HCID 285247 | 84.7% |
Reaction Steps
To a solution of trans-4-aminocyclohexane carboxylic acid hydrochloride (5.0 g, 34.92 mmol) in aqueous 2.0N NaOH (35 mL) is added benzyl chloroformate (5.0 mL, 34.92 mmol). The mixture stirs for 1.5 h. Then the suspension is acidified with 12N HCl (aq) to pH=1. H2O is added (100 mL) and the precipitate is filtered off. The filter cake is dried to afford 8.2 g of 4-benzyloxycarbonylamino-cyclohexanecarboxylic acid. LC/MS: [M+H]+=278, Rt=0.85 min (method 6)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476224B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-7fa5e7f5d2b04f0db1b9df18ae18187f |
| Source note | uspto-grants-2013_07 |