HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium borohydride → Tert-Butyl(1-(Hydroxymethyl)cyclopropyl)methylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Methyl 1-[[(1,1-dimethylethoxy)carbonyl]methylamino]cyclopropanecarboxylate | HCID 22325133 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-Butyl(1-(Hydroxymethyl)cyclopropyl)methylcarbamate | HCID 52988048 | — |
Reaction Steps
100 ml of a 2M solution of lithium borohydride in tetrahydrofuran is added to a solution of 23 g of the compound obtained in Step 2 in 100 ml of tetrahydrofuran. After stirring for 20 hours at ambient temperature and then refluxing for 8 hours, the reaction mixture is cooled to 0° C., hydrolysed, diluted with ether, separated, dried and concentrated. Chromatography of the residue over silica gel (dichloromethane/tetrahydrofuran: 95/5) allows the expected product to be isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06943184B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-5fb77eb273774e15a4e64a3b0abb9ee1 |
| Source note | uspto-grants-2005_09 |