Phenolphthalein → HCID 20071852, compound

HRID 623177Notes

Reaction equation

HRID 623177 reaction equation
[OH-].[CH2:2]([N+:8]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].C1C=C[C:30]2C(C3C=CC(O)=CC=3)(C3C=CC(O)=CC=3)[O:35][C:33](=[O:34])[C:31]=2C=1.C(O)(=O)C=C>CO>[C:33]([O-:35])(=[O:34])[CH:31]=[CH2:30].[CH2:21]([N+:8]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

Participants

5

Reactant 3

HCID 4764PhenolphthaleinHCID 6581Acrylic AcidHCID 13998878N,N,N-Trihexylhexan-1-aminium hydroxide

Product 1

HCID 20071852HCID 20071852, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

The AgOH is resuspended in 400 ml of methanol. The purified tetraalkylammonium iodide (0.1 moles or 48.2 g) (Aldrich Chemical Co., Milwaukee, WI) is dissolved separately in 100 ml. of methanol and added to the AgOH suspension. Almost immediately, the AgOH develops a greenish cast. The mixture is stirred for an hour and then filtered through a sintered-glass funnel. The filtrate now contains 0.1 moles of tetrahexylammonium hydroxide. A small amount of phenolphthalein is added, turning the solution red indicating that the solution is basic. Acrylic acid is added until the red color disappears. The methanol is removed by evaporation in a rotary flash evaporator leaving tetrahexylammonium acrylate. The resulting tetrahexylammonium acrylate was found to be electrically conductive.

Workup

  1. filtrationfiltered through a sintered-glass funnel
  2. customThe methanol is removed by evaporation in a rotary flash evaporator

Sources & evidence

ORD record
ord-f1d80aa3f95a43a9a596f5a8c3f6c8d6
Source dataset
uspto-grants-1988_09
Patent number
US04774029

Reaction notes

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