HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroformate → HCID 131728963, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(tert-Butyl-dimethyl-silanyloxymethyl)-4-chloro-benzylamine | HCID 137329920 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131728963 | HCID 131728963 | 75% |
Reaction Steps
Methyl chloroformate (1.98 mL, 25.2 mmol) was added to a sol. of 3-(tert-butyl-dimethyl-silanyloxymethyl)-4-chloro-benzylamine (6.00 g, 20.9 mmol) and DIPEA (7.33 mL, 42.0 mmol) in CH2Cl2 (100 mL) at rt. The mixture was stirred for 1 h at rt, and more CH2Cl2 was added. The mixture was washed with aq. sat. NH4Cl, aq. 1M NaOH, and brine. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the crude by FC (EtOAc/heptane 1:5) yielded the title compound (5.39 g, 75%). LC-MS: tR=1.02 min; ES+: 344.38.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07968720B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-195ce7b844d045e0baa08e207ac246b0 |
| Source note | uspto-grants-2011_06 |