HuagongsheHuagongshe Chemistry Print Report · For research reference only
Indoline → tert-Butyl indoline-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Indoline | HCID 10328 | — |
| Reactant | Carbonic acid, bis(1,1-dimethylethyl) ester | HCID 10219638 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-Butyl indoline-1-carboxylate | HCID 3663954 | 82% |
Reaction Steps
Indoline (10 g, 84 mmol) was dissolved in tetrahydrofuran (100 mL) and di-tert-butylcarbonate (22 g, 0.1 mol) was added. The mixture was left stirring for 16 hours at room temperature under an inert nitrogen atmosphere. The tetrahydrofuran was removed in vacuo and the crude product purified by vacuum distillation to give the title compound (15.1 g) as a clear pale pink oil that crystallised upon standing (temperature: 160-162° C., pressure 1-0.1 mm Hg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063071B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-16029ddf0a8d469c932ad6bdfbb14bc4 |
| Source note | uspto-grants-2011_11 |