Triethylamine → HCID 15608764, compound

HRID 918120Notes

Reaction equation

HRID 918120 reaction equation
C1(C)C=CC=CC=1[C:7]1[CH:8]=[C:9]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3C=CC=CC=3C)[CH:15]=2)[CH:10]=[CH:11][CH:12]=1.O(C1C=C(C=CC=1)C[Br:39])C1C=CC=CC=1.[CH2:43]([N:45]([CH2:48][CH3:49])[CH2:46][CH3:47])[CH3:44]>C1(C)C=CC=CC=1>[Br-:39].[O:13]([C:14]1[CH:15]=[C:16]([CH:17]=[CH:18][CH:19]=1)[CH2:20][N+:45]([CH2:48][CH3:49])([CH2:46][CH3:47])[CH2:43][CH3:44])[C:9]1[CH:8]=[CH:7][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 945441-(Bromomethyl)-3-phenoxybenzeneHCID 70567605HCID 70567605, compound

Product 1

HCID 15608764HCID 15608764, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

37.5 g of the brominated product of m-tolylphenyl ether containing 26.3 g of 3-phenoxybenzyl bromide was mixed with 100 ml of toluene, and then a solution of 15.1 g of triethylamine in 30 ml of toluene was added dropwise thereto. After the additon, the mixture was maintained at 90° to 100°C for 1 hour while stirring and then cooled. The separated crystals were filtered out, washed with toluene and then dried under a reduced pressure to obtain 35.8 g of 3-phenoxybenzyl triethyl ammonium bromide (m.p. 160° - 163°C).

Workup

  1. temperatureAfter the additon, the mixture was maintained at 90° to 100°C for 1 hour
  2. temperaturecooled
  3. filtrationThe separated crystals were filtered out
  4. washwashed with toluene
  5. customdried under a reduced pressure

Sources & evidence

ORD record
ord-34862ccd62f94bfea927603893dbff41
Source dataset
uspto-grants-1976_07
Patent number
US03969393

Reaction notes

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