HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 24820744, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Bromopropionic acid | HCID 11729 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 24820744 | HCID 24820744 | — |
Reaction Steps
To a solution of 1.5 ml (21.5 mmol, 3.85 eq) of cyclopropylamine in 1 ml of water are added 0.5 ml (5.57 mmol, 1 eq) of (+)-2-bromo-propionic acid. 2 ml of saturated sodium bicarbonate are added after 2 h, and the reaction mixture is stirred for 48 h and then concentrated. The residue is dissolved in 5 ml of 1 N sodium hydroxide and 5 ml of THF. 1.00 g (4.58 mmol, 0.82 eq) of (BOC)2O is added, and the reaction mixture is stirred for 48 h and then acidified with 1 N HCl, until the pH is acidic. The organic layer is separated, washed with 1 N HCl and brine, dried over sodium sulfate, filtered and concentrated. The residue is purified by column chromatography on silica gel (CH2Cl2/MeOH/TFA/H2O 90/10/0.5/1) to give the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008250B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-3702836475a848899a7b45d2c03d5346 |
| Source note | uspto-grants-2011_08 |