HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → tert-butyl N-(2-methyl-4-oxobutan-2-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | tert-Butyl (4-hydroxy-2-methylbutan-2-yl)carbamate | HCID 15473340 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl N-(2-methyl-4-oxobutan-2-yl)carbamate | HCID 11788901 | 54% |
Reaction Steps
(3-Hydroxy-1,1-dimethyl-propyl)-carbamic acid tert-butyl ester (6.0 g, 30 mmol) was dissolved in CH2Cl2 (50 mL) and treated with Dess-Martin periodinane (20.0 g, 44 mmol). After stirring overnight 50 mL of water was added followed by NaHCO3 and Na2S2O3. The resultant mixture was stirred vigorously for 30 min and then was extracted with CH2Cl2 (3–50 mL). The extracts were dried with MgSO4 and concentrated to give 3.26 g (54%) of an orange oil. This material was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119207B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-4244d101663441eba5a280cd1b3b3ff8 |
| Source note | uspto-grants-2006_10 |