Benzyl Chloride → HCID 18926961, compound

HRID 1600335Notes

Reaction equation

HRID 1600335 reaction equation
[CH2:1]([Cl:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:9]12[CH2:16][CH2:15][CH:12]([CH2:13][CH2:14]1)[C:11](=[O:17])[CH2:10]2>C(#N)C>[Cl-:8].[CH2:1]([N+:9]12[CH2:16][CH2:15][CH:12]([CH2:13][CH2:14]1)[C:11](=[O:17])[CH2:10]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7503Benzyl ChlorideHCID 195073-Quinuclidinone

Product 1

HCID 18926961HCID 18926961, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

62.3 g (492 mmol) of benzyl chloride was added dropwise over 30 minutes to 61.6 g (492 mmol) of 3-quinuclidinone in 250 ml of acetonitrile and the suspension formed was filtered through a frit after 2 hours at 25° C. Washing with acetonitrile (2×100 ml) and drying gave 115.0 g (93 percent) of 1-benzyl-3-oxoquinuclidinium chloride in the form of white crystalline solid. Other data concerning the product was: ##EQU3##

Workup

  1. customthe suspension formed
  2. filtrationwas filtered through a frit after 2 hours at 25° C
  3. washWashing with acetonitrile (2×100 ml)
  4. customdrying

Sources & evidence

ORD record
ord-62ec417ad8004f459d1eb0c78535dc1a
Source dataset
uspto-grants-1998_04
Patent number
US05744606

Reaction notes

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