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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722728Generated: October 30, 2026

Water → 6-Allyl-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

https://huagongshe.com/reaction/722728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBoron trifluoride etherateHCID 8000—
ReactantAllyltrimethylsilaneHCID 69808—
Reactant1-Tert-butyl 2-methyl 6-methoxypiperidine-1,2-dicarboxylateHCID 67093507—
SolventDichloromethaneHCID 6344—
Product6-Allyl-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl esterHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138395B2
Source datasetuspto-grants-2006_11
ORD IDord-20ebc3726ad047469049dfaf5bac238b
Source noteuspto-grants-2006_11