Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 22490282 | HCID 22490282 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 22490258 | HCID 22490258 | 89.5% |
Reaction Steps
2-{[(Benzyloxy)carbonyl]amino}-1-[(4-cyanophenoxy)methyl]ethyl methanesulfonate (47.7 mg; 0.12 mol; from step (ii) above), tetrabutylammonium hydrogensulfate (4.81 g; 0.014 mol) and 290 mL of DCM were mixed and cooled to 0° C. 97 mL of 50% NaOH was added and the mixture was stirred vigorously for 50 minutes. 500 mL of water and 500 mL of ether were added. The organic phase was separated, washed with water, dried (Na2SO4) and evaporated. Purification by chromatography on silica (DCM) gave 33.13 g (89%) of the sub-title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06887881B1 |
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| Source dataset | uspto-grants-2005_05 |
|---|
| ORD ID | ord-f195e737c66f4426a5ef096478a51bf4 |
|---|
| Source note | uspto-grants-2005_05 |
|---|
