HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Benzyl N-(3-hydroxypropyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 3-Amino-1-propanol | HCID 9086 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Benzyl N-(3-hydroxypropyl)carbamate | HCID 562256 | 90.5% |
Reaction Steps
To a mixture of 3-aminopropan-1-ol (5.0 g, 67 mmol), Na2CO3 (8.8 g, 83 mmol) in THF (40 mL) and H2O (130 mL) at 0° C. was added Cbz-Cl (14.8 g, 87 mmol). The reaction mixture was stirred (RT, 1 h). Water (500 mL) and CH2Cl2 (500 mL) were added, and the layers were separated. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (PE:EtOAc, 5:1) to afford benzyl 3-hydroxypropylcarbamate as a white solid (12.6 g, 90.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846972B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-15d10ead0c554d5d9ce2ae92b7fb8a25 |
| Source note | uspto-grants-2014_09 |