Pyridine → Pyridinium, 1-ethyl-, chloride (1:1)

HRID 1764090Notes

Reaction equation

HRID 1764090 reaction equation
[Cl:1][CH2:2][CH3:3].[N:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>>[Cl-:1].[CH2:9]([N+:4]1[CH:3]=[CH:2][CH:7]=[CH:6][CH:5]=1)[CH3:8]

Participants

3

Reactant 2

HCID 1049PyridineHCID 6337Chloroethane

Product 1

HCID 75299Pyridinium, 1-ethyl-, chloride (1:1)Yield 83.4%

Procedure

Liquified chloroethane was mixed with 10% excess chilled pyridine, sealed in the Parr pressure reaction apparatus and heated for 3 hrs. at 120° C. The resulting white, extremely hygroscopic crystals were washed three times with anhydrous ether and dried. This procedure gave a 83.4% yield of crystals, mp 116°-118° C., (lit, mp 118°-120° C.). NMR, δ1.75 (t, 3 protons), δ5.18 (q, 2 protons), δ8.20 (t, 2 protons), δ8.60 (t, 1 proton), δ9.90 (d, 2 protons).

Workup

  1. customsealed in the Parr pressure reaction apparatus
  2. temperatureheated for 3 hrs
  3. customat 120° C
  4. washThe resulting white, extremely hygroscopic crystals were washed three times with anhydrous ether
  5. customdried

Sources & evidence

ORD record
ord-08870edc6d3c475297d213bc1abd0611
Source dataset
uspto-grants-1978_09
Patent number
US04115390

Reaction notes

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