Phenolphthalein → HCID 20071852, compound

HRID 981319Notes

Reaction equation

HRID 981319 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:31]2[C:33]([O:35]C(C3C=CC(O)=CC=3)(C3C=CC(O)=CC=3)[C:30]2=CC=1)=[O:34].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, Wis.) 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 phenophthalein 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-69b7dfbbe8974a56aa2679fdc9975f7c
Source dataset
uspto-grants-1991_02
Patent number
US04990581

Reaction notes

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