Benzoic Acid → Phosphonium, tetrabutyl-, hydroxide (1:1)

HRID 1724884Notes

Reaction equation

HRID 1724884 reaction equation
C([O-])(=[O:8])C1C=CC=CC=1.[CH2:10]([P+:14]([CH2:23][CH2:24][CH2:25][CH3:26])([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:15][CH2:16][CH2:17][CH3:18])[CH2:11][CH2:12][CH3:13].C(O)(=O)C1C=CC=CC=1>>[OH-:8].[CH2:23]([P+:14]([CH2:10][CH2:11][CH2:12][CH3:13])([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:19][CH2:20][CH2:21][CH3:22])[CH2:24][CH2:25][CH3:26]

Participants

3

Reactant 2

HCID 243Benzoic AcidHCID 18522552Tetrabutylphosphanium benzoate

Product 1

HCID 84487Phosphonium, tetrabutyl-, hydroxide (1:1)Yield 40%

Procedure

Tetrabutylphosphonium benzoate is also prepared in the following way. A solution of tetrabutylphosphonium hydroxide (4.7 g; 40% in water) is prepared. Then benzoic acid (0.8 g) is added, and the reaction solution is stirred at room temperature for 5 hours. The water is then removed in a rotary evaporator, and the residue is taken up in toluene. The toluene is removed in a rotary evaporator, and the residue is again taken up in toluene. This procedure is repeated 4-5 times. The solvent is then removed to dryness.

Workup

  1. customThe water is then removed in a rotary evaporator
  2. customThe toluene is removed in a rotary evaporator
  3. customThe solvent is then removed to dryness

Sources & evidence

ORD record
ord-53becfe8ecab44b4aa5735e47ebded69
Source dataset
uspto-grants-2009_02
Patent number
US07488818B2

Reaction notes

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