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

HRID 722728Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 722728
[CH3:1][O:2][C:3]([CH:5]1[CH2:10][CH2:9][CH2:8][CH:7](OC)[N:6]1[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[O:4].[CH2:20]([Si](C)(C)C)[CH:21]=[CH2:22].B(F)(F)F.CCOCC.O>C(Cl)Cl>[CH3:1][O:2][C:3]([CH:5]1[CH2:10][CH2:9][CH2:8][CH:7]([CH2:22][CH:21]=[CH2:20])[N:6]1[C:13]([O:15][C:16]([CH3:17])([CH3:18])[CH3:19])=[O:14])=[O:4]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8000Boron trifluoride etherateHCID 69808AllyltrimethylsilaneHCID 670935071-Tert-butyl 2-methyl 6-methoxypiperidine-1,2-dicarboxylate

Produkt 1

HCID 670930876-Allyl-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. extractionextracted with EtOAc
  2. washThe extracts are washed with brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customThe resulting residue is used in the next step without purification

Quellen und Nachweise

ORD-Eintrag
ord-20ebc3726ad047469049dfaf5bac238b
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07138395B2

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