Allyl bromide → HCID 20335941, compound

HRID 1706392Notes

Reaction equation

HRID 1706392 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([CH3:7])[N:4]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[N:3]=1.S1(C[CH2:29][CH2:28][CH2:27]1)(=O)=O.C([Br:34])C=C>CCOCC>[Br-:34].[CH2:29]([N:3]1[C:2]([CH3:1])=[CH:6][C:5]([CH3:7])=[N+:4]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH:28]=[CH2:27]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 31347SulfolaneHCID 5728953,5-Dimethyl-1-hexadecylpyrazole

Product 1

HCID 20335941HCID 20335941, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 50 g (0.156 mol) of 3,5-dimethyl-1-hexadecylpyrazole, 200 ml of sulfolane and 19 g (0.156 mol) of allyl bromide is stirred and kept at a temperature of 80° C. for 24 hrs. The reaction mixture is allowed to cool and 100 ml of ether are added. The mixture is stirred for another 2 hrs and the crystalate is then filtered off, washed with ether, and vacuum dired at 40° C./12 Torr. Recrystallization from 200 ml of ethyl acetate yields 39.6 g of 2-allyl-3,5-dimethyl-1-hexadecyl-pyrazolium bromide; m.p. 99°-100° C.

Workup

  1. temperatureto cool
  2. stirringThe mixture is stirred for another 2 hrs
  3. filtrationthe crystalate is then filtered off
  4. washwashed with ether, and vacuum
  5. customdired at 40° C.
  6. customRecrystallization from 200 ml of ethyl acetate

Sources & evidence

ORD record
ord-15366fb05e754b8f8f2dc661d8aa42e1
Source dataset
uspto-grants-1980_06
Patent number
US04207326

Reaction notes

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