Benzyl Bromide → 10315-08-9

HRID 1600336Notes

Reaction equation

HRID 1600336 reaction equation
[CH2:1]([Br: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>[Br-: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 7498Benzyl BromideHCID 195073-Quinuclidinone

Product 1

HCID 1738715610315-08-9Yield 93.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

40.4 g (236 mmol) of benzyl bromide was added dropwise over 15 minutes to 29.5 g (236 mmol) of 3-quinuclidinone in 120 ml of acetonitrile and the suspension formed was filtered through a frit after 2 hours at 25° C. Washing with n-hexane (2×50 ml) and drying gave 65.3 g (93 percent) of 1-benzyl-3-oxoquinuclidinium bromide in the form of a white crystalline solid. Other data concerning the product was: ##EQU4##

Workup

  1. customthe suspension formed
  2. filtrationwas filtered through a frit after 2 hours at 25° C
  3. washWashing with n-hexane (2×50 ml)
  4. customdrying

Sources & evidence

ORD record
ord-6e2ce608fe1e491aad0dab186bf939a0
Source dataset
uspto-grants-1998_04
Patent number
US05744606

Reaction notes

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