Benzyl Bromide → HCID 178443022, compound

HRID 1706386Notes

Reaction equation

HRID 1706386 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.[CH2:24]([Br:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.S1(CCCC1)(=O)=O>C(OCC)(=O)C>[Br-:31].[CH2:24]([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])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 31347SulfolaneHCID 5728953,5-Dimethyl-1-hexadecylpyrazole

Product 1

HCID 178443022HCID 178443022, compoundYield 49.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 48.1 g (0.150 mol) of 3,5-dimethyl-1-hexadecyl-pyrazole, 25.6 g (0.150 mol) of benzyl bromide and 200 ml of sulfolane is stirred and heated to 100° C., and then kept at this temperature for 11 hrs. The reaction mixture is allowed to cool down overnight. It is then stirred and 100 ml of ethyl acetate is added. The crystalate is filtered off, washed with ethyl acetate, and vacuum dried at 50° C./12 Torr to yield about 36.3 g of 2-benzyl-3,5-dimethyl-1-hexadecyl-pyrazolium bromide; m.p. 166°-167° C.

Workup

  1. temperatureto cool down overnight
  2. stirringIt is then stirred
  3. filtrationThe crystalate is filtered off
  4. washwashed with ethyl acetate, and vacuum
  5. customdried at 50° C./12 Torr

Sources & evidence

ORD record
ord-a13b875838794d64a5296a03b2e731d4
Source dataset
uspto-grants-1980_06
Patent number
US04207326

Reaction notes

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