HCID 11030090, compound → HCID 70470764, compound

HRID 745543Notes

Reaction equation

HRID 745543 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]=[C:11]2[CH:16]3[CH2:17][CH2:18][N:13]([CH2:14][CH2:15]3)[CH2:12]2)=[CH:5][CH:4]=1.[O:19]1[CH2:29][CH:20]1[CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23]>CO>[Cl-:2].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]=[C:11]2[CH:16]3[CH2:15][CH2:14][N+:13]([CH2:29][CH:20]([OH:19])[CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])([CH2:18][CH2:17]3)[CH2:12]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 11030090HCID 11030090, compoundHCID 70470812HCID 70470812, compound

Product 1

HCID 70470764HCID 70470764, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Partially dissolve 3-[2-(4-chlorophenyl)ethylidene]-quinuclidine hydrochloride (0.12 g, 0.5 mmole) in 5 ml of anhydrous methanol and stir under nitrogen atmosphere. Add t-butyl 3,4-epoxybutyrate (0.16 g, 1.0 mmole) and stir at room temperature for three days. Remove methanol in vacuo and purify the residue by preparative thin-layer chromatography on silica gel (acetonitrile: NH4OH, 90:10) to provide the title compound.

Workup

  1. customRemove methanol in vacuo and purify the residue by preparative thin-layer chromatography on silica gel (acetonitrile: NH4OH, 90:10)

Sources & evidence

ORD record
ord-3ab1b543a91f484abcb38ebc0a94f628
Source dataset
uspto-grants-1986_07
Patent number
US04599344

Reaction notes

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