HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (4-Formyl-cyclohexyl)-methyl-carbamic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (4-Methoxymethylene-cyclohexyl)-methyl-carbamic acid benzyl ester | HCID 69194804 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (4-Formyl-cyclohexyl)-methyl-carbamic acid benzyl ester | HCID 86584993 | — |
Reaction Steps
A solution of 495 g (1710.6 mmol) of (4-Methoxymethylene-cyclohexyl)-methyl-carbamic acid benzyl ester in 1.7 l THF was treated with 3.42 l of aqueous 1N HCl at RT and heated at reflux for 2 h. The reaction was cooled to RT and extracted with TBME (1.7 and 0.9 l). The organic phase was washed with aqueous 1M NaHCO3, dried (Na2SO4), filtered and evaporated to give 457.4 (97%) of crude (4-Formyl-cyclohexyl)-methyl-carbamic acid benzyl ester (trans:cis ca 70:30).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06858651B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-52e68e6d168242588e042ab27a19ed37 |
| Source note | uspto-grants-2005_02 |