HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-Allyl-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Allyltrimethylsilane | HCID 69808 | — |
| Reactant | 1-Tert-butyl 2-methyl 6-methoxypiperidine-1,2-dicarboxylate | HCID 67093507 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Allyl-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester | HCID 67093087 | — |
Reaction Steps
To a solution of 6-methoxy-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester, 37, (5.0 g, 18.3 mmol) and allyltrimethylsilane (5.8 mL, 36.6 mmol) in CH2Cl2 (125 mL) at −78° C. is added dropwise boron trifluoride etherate (2.5 mL, 19.7 mmol). After 1 h, the solution is poured into water and extracted with EtOAc. The extracts are washed with brine, dried (MgSO4), and concentrated in vacuo. The resulting residue is used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07138395B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-20ebc3726ad047469049dfaf5bac238b |
| Source note | uspto-grants-2006_11 |