HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Methylamino)ethanol → N-Cbz-N-methyl-2-aminoethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Methylamino)ethanol | HCID 8016 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-Cbz-N-methyl-2-aminoethanol | HCID 13279869 | 75.6% |
Reaction Steps
A solution of 20.0 g (266.3 mmol) of 2-(methylamino)ethanol was dissolved in 100 mL of CH2Cl2 and treated first with 74.23 mL (532.54 mmol, 2 eq) of Et3N then with 33.8 mL (239.64 mmol, 0.9 eq) of benzylchloroformate within a period of 1.5 h at RT. The reaction was partitioned between Et2O (×3)/aqueous 10% KHSO4 (×2), dried over Na2SO4 and evaporated to yield 37.93 g (68%) of (2-hydroxy-ethyl)-methyl-carbamic acid benzyl ester, MS: 210 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07442791B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-910b2946169a47f5bdbb844282bc48cd |
| Source note | uspto-grants-2008_10 |