HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → rac-tert-butyl N-[(1r,4r)-4-formylcyclohexyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Tert-butyl trans-4-(N-methoxy-N-methylcarbamoyl)cyclohexylcarbamate | HCID 24720928 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | rac-tert-butyl N-[(1r,4r)-4-formylcyclohexyl]carbamate | HCID 11020615 | 105.8% |
Reaction Steps
[4-(Methoxy-methyl-carbamoyl)-cyclohexyl]-carbamic acid tert-butyl ester (7.50 g, 26.2 mmol) in dry ether (150 ml) was reduced with an excess LiAlH4. The reaction mixture was quenched by careful addition of water and extracted with CHCl3. The mixture was dried and concentrated under reduced pressure to give (4-formyl-cyclohexyl)-carbamic acid tert-butyl ester (6.30 g, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07423012B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-4957361cdce74dd4a55bb646c85e54e8 |
| Source note | uspto-grants-2008_09 |