HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67047003, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4,4-Difluoropiperidine hydrochloride | HCID 2758351 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67047003 | HCID 67047003 | 65.1% |
Reaction Steps
Treat a ° C. solution of 4,4-difluoropiperidin HCl (17.91 g, 0.113 mol) and (CH3CH2)3N (28.75 g, 0.284 mol) in CH2Cl2 (250 mL) with methyl bromoacetate (17.37 g, 0.113 mol), warm to room temperature, and stir 16 hours at room temperature under N2. Dilute the reaction with saturated NaHCO3 and water and extract twice with 3:1 chloroform:isopropanol. Dry the organic layer (Na2SO4), remove the solvent in vacuo to afford crude product, and purify with 0 to 5% methanol in CH2Cl2 to afford 14.22 g (65%) of the titled product. Rf=0.77 (9/1 CH2Cl2/methanol). ES MS (m/z): 194 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994176B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-48c90600c2cc48e29c453567a090a3db |
| Source note | uspto-grants-2011_08 |